Updated on 2024/12/24

Information

 

写真a

 
TOKUNAGA MAKOTO
 
Organization
Faculty of Science Department of Chemistry Professor
Abolition organization Academia-Industry molecular systems for Devices Research and Education Center(Concurrent)
Research Center for Synchrotron Light Applications (Concurrent)
School of Sciences Department of Chemistry(Concurrent)
Graduate School of Sciences Department of Chemistry(Concurrent)
Title
Professor
Profile
molecular catalysis and solid catalysis directing toward environmentally benign, practical organic synthesis, bulkchemical production and resource utilization.
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Research Areas

  • Manufacturing Technology (Mechanical Engineering, Electrical and Electronic Engineering, Chemical Engineering) / Catalyst and resource chemical process

  • Life Science / Bioorganic chemistry

  • Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry

  • Nanotechnology/Materials / Synthetic organic chemistry

Degree

  • Dr. of Science

Research History

  • - 九州大学大学院理学研究院化学部門教授   

    2006

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  • 北海道大学触媒化学研究センター助教授 2001年7月-2006年4月   

  • 「形とはたらき」研究員   

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Education

  • Nagoya University   理学研究科   化学専攻

    - 1995

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    Country:Japan

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  • Nagoya University   School of Science   Department of Chemistry

    - 1990

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    Country:Japan

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Research Interests・Research Keywords

  • Research theme: 香気成分の化学

    Keyword: 香気成分の化学

    Research period: 2024

  • Research theme: 貴金属ナノ粒子

    Keyword: 貴金属ナノ粒子

    Research period: 2024

  • Research theme: 有機合成化学

    Keyword: 有機合成化学

    Research period: 2024

  • Research theme: 均一系触媒化学

    Keyword: 均一系触媒化学

    Research period: 2024

  • Research theme: 不均一系触媒化学

    Keyword: 不均一系触媒化学

    Research period: 2024

  • Research theme: Aroma Control of Alcoholic Beverages Using Supported Noble Metal Nanoparticles

    Keyword: Supported Noble Metal Nanoparticles, Alcoholic Beverages, Aroma Control

    Research period: 2012.4

  • Research theme: Development of Preparation Method for Supported Noble Metal Nanoparticle Catalysts

    Keyword: Supported Noble Metal Nanoparticles, Catalysis

    Research period: 2011.4

  • Research theme: Carbon resource utilization using heterogeneous catalysts

    Keyword: Heterogeneous catalysts, Gold, Organic Synthesis

    Research period: 2007.4 - 2012.12

  • Research theme: Development of organic reactions using heterogeneous catalysts

    Keyword: Heterogeneous catalysts, Gold, Organic Synthesis

    Research period: 2007.4 - 2012.12

  • Research theme: Irreversible ester hydrolysis

    Keyword: Irreversible ester hydrolysis

    Research period: 2005.7

  • Research theme: Asymmetric hydrolysis and alcoholysis by artificial catalysts

    Keyword: Asymmetric hydrolysis

    Research period: 2002.4

  • Research theme: Hydration and hydroalkoxylation of alkenes and alkynes

    Keyword: Hydration

    Research period: 1997.4

  • Research theme: Kinetic and theoretical study of kinetic resolution of recemic organic compounds

    Keyword: kinetic resolution

    Research period: 1990.1

Awards

  • 有機合成化学奨励賞

    2004.2   有機合成化学協会  

  • 有機合成化学協会研究企画賞

    2003.2   有機合成化学協会  

Papers

  • 担持金ナノ粒子を用いた老香成分DMTS除去技術の実用化に向けた検討 Reviewed

    磯谷敦子・村山美乃・木村萌水・篠﨑貴旭・山本英治・藤井力・飯塚幸子・徳永信

    日本醸造協会誌   114   779 - 786   2019.12

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    Language:Japanese   Publishing type:Research paper (scientific journal)  

    Dimethyl trisulfide (DMTS) is one of the primary components responsible for “hineka”, stale aroma of Japanese sake. We have reported that gold nanoparticles supported on silica (Au/SiO2) were effective for selective removal of DMTS by adsorption from model ethanol solutions and sake. In this study, we have carried out adsorptive desulfurization of several kinds of sake: daiginjo-shu, junmai-shu, and jukusei-shu (long aged sake) in 5 L-scale. The results of instrumental analyses and sensory evaluations suggested that the effect of Au/SiO2 was most remarkable for the daiginjo sample containing a high level of ginjo-ka components and DMTS; DMTS was significantly reduced while ginjo-ka remained. For practical application of Au/SiO2, we established a large-scale production by optimizing the calcination conditions using the rotary electric furnace. We also confirmed that Au/SiO2 can be reused by heating at 300°C.

  • Rhodium(III) complexes with a bidentate N-heterocyclic carbene ligand bearing flexible dendritic frameworks Reviewed International journal

    Fujihara, T.; Obora, Y.; Tokunaga, M.; Tsuji, Y.

    Dalton Trans.   2007.4

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  • The First Anti-Markovnikov Hydration of Terminal Alkynes: Formation of Aldehydes Catalyzed by a Ruthenium(II)/Phosphane Mixture. Reviewed International journal

    Tokunaga, M.; Wakatsuki, Y.

    Angew. Chem., Int. Ed.   1998.11

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  • Asymmetric Catalysis with Water: Efficient Kinetic Resolution of Terminal Epoxides by Means of Catalytic Hydrolysis. Reviewed International journal

    Tokunaga, M.; Larrow, J. F.; Kakiuchi, F.; Jacobsen, E. N.

    Science   1997.8

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  • Theoretical investigation of allyl alcohol isomerization over NiO-supported au catalysts

    Ishimaru Y., Fujimaru K., Ishida T., Tokunaga M., Kawakami T., Yamanaka S., Okumura M.

    Chemistry Letters   53 ( 4 )   2024.4   ISSN:03667022

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    Publisher:Chemistry Letters  

    The isomerization of allyl alcohols over Au/NiO catalysts produces corresponding aldehydes with high selectivities, but the mechanism underlying this catalytic reaction remains unclear. We investigate the isomerization of allyl alcohols over NiO-supported Au10 catalysts using density functional theory calculations. Based on these calculations, the presence of an open base site is critical for isomerization over Au/NiO catalysts, and the rate-determining step is the protonation of the β-carbon of the substrate.

    DOI: 10.1093/chemle/upae053

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  • Theoretical investigation of allyl alcohol isomerization over NiO-supported au catalysts

    Ishimaru, Y; Fujimaru, K; Ishida, T; Tokunaga, M; Kawakami, T; Yamanaka, S; Okumura, M

    CHEMISTRY LETTERS   53 ( 4 )   2024.3   ISSN:0366-7022 eISSN:1348-0715

  • Theoretical investigation of allyl alcohol isomerization over NiO-supported au catalysts

    Ishimaru, Y; Fujimaru, K; Ishida, T; Tokunaga, M; Kawakami, T; Yamanaka, S; Okumura, M

    CHEMISTRY LETTERS   53 ( 4 )   2024.3   ISSN:0366-7022 eISSN:1348-0715

  • 環境にやさしい水素利用金属触媒反応を用いた硫黄系潤滑油添加剤の合成

    山本 英治,蒲池 高志,松枝 宏尚,徳永 信

    潤滑経済   709   37 - 41   2024   ISSN:0916-6890

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    Authorship:Last author   Language:Japanese   Publishing type:Research paper (other academic)  

  • 脱硫の科学の最前線 Invited Reviewed

    徳永 信,村山 美乃,磯谷 敦子

    化学と教育   72 ( 2 )   50 - 53   2024   ISSN:0386-2151 eISSN:2424-1830

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    Authorship:Lead author   Language:Japanese   Publishing type:Research paper (scientific journal)  

    Other Link: https://www.jstage.jst.go.jp/browse/kakyoshi/-char/ja

  • Heterogeneous Cobalt-catalyzed H2S-reagent-free dialkylpolysulfane synthesis from alkenes, elemental sulfur, and hydrogen Reviewed International journal

    Yamamoto, E.; Takaki, Y.; Kawai, Y.; Takakura, K.; Kimura, M.; Murayama, H.; Nagao, T.; Kamachi, T.; Matsueda, H.; Otsuki, S.; Sakata, H.; Tokunaga, M.

    ACS Catal.   13 ( 21 )   14121 - 14130   2023.10   ISSN:2155-5435 eISSN:2155-5435

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    Herein, we report a heterogeneous cobalt-catalyzed H2Sreagent-free synthetic method for 1,2-bis(2,4,4-trimethylpentan-2-yl)-
    polysulfanes, which have been used as extreme-pressure additives in the field of tribology and have been produced worldwide in the tens ofthousands of tonnes per year. The current industrial synthetic processes typically use hydrogen sulfide as the reductant, but improvements are needed in terms of the toxicity and the cost associated with safety control.
    The present reaction with Co3O4 and Na-X zeolite as catalysts provides the corresponding polysulfanes with three to eight sulfur atoms from diisobutylene, hydrogen, and elemental sulfur in up to 88% yield under neat reaction conditions. Experimental and density functional theory (DFT) mechanistic investigations provide insights into the roles of Na-X
    zeolite and cobalt catalysts. The DFT calculations suggest that heterolytic H2 activation with cobalt polysulfide species and
    subsequent protonation of alkenes and the C−S bond formation take place in a single step by a terminal SSH group in the cobalt polysulfide species, which provides a reasonable interpretation of the observed Markovnikov selectivity.

    DOI: 10.1021/acscatal.3c03545

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  • Supported gold nanoparticles prepared from NHC-Au complex precursors as reusable heterogeneous catalysts

    Qi-An Huang, Mayu Takaki, Haruno Murayama, Akina Yoshizawa, Eiji Yamamoto, Luong Xuan Dien, Tamao Ishida, Tetsuo Honma, Nikolaos V. Tzouras, Thomas Scattolin, Steven P. Nolan, Makoto Tokunaga

    Molecular Catalysis   549   113460 - 113460   2023.10   ISSN:2468-8231

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    Gold nanoparticles supported on SiO2, Al2O3, TiO2, and carbon (Maxsorb, Ketjen black and Shirasagi New Gold) were prepared by impregnation and solid grinding methods using N-heterocyclic carbene (NHC)-Au complexes as precursors. A total of nine NHC-Au complex precursors were tested by impregnation and solid grinding method, and [Au(OH)(IPr)] (IPr = 1,3-bis(2,6-diisopropylphenyl)1,3-dihydro-2H-imidazol-2-ylidene) complex led to (1–2 nm) particle sizes by both methods. The prepared catalysts were characterized by XRD (X-ray diffraction), HAADF-STEM (high-angle annular dark-field scanning transmission electron microscopy), in situ XAFS (X-ray absorption fine structure), etc. In addition, [Au(OH)(IPr)] and its impregnated [Au(OH)(IPr)]/SiO2 were subjected to TG-DTA (thermogravimetry analysis-differential thermal analysis) and in situ XAFS analysis under calcination conditions, respectively. Moreover, the obtained supported Au nanoparticles (NPs) were effective as catalysts for low-temperature CO oxidation, intramolecular cyclization of alkynyl carboxylic acids, and isomerization of allylic esters. Their results suggested that the reduction of [Au(OH)(IPr)] proceeds rapidly from around 300°C, and the residual ligands should be attached to the surface of the Au NPs and protect them from drastic agglutination. These results reveal that properly designed NHC-Au complexes can facilitate the preparation of supported Au NP catalysts with small particle sizes and high activities.

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  • 水やアルコールを求核剤として用いるエステル基の触媒的不斉変換反応 Invited Reviewed

    山本 英治、蒲池高志、徳永 信

    有機合成化学協会誌   798 - 807   2023.10

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  • A new strategy to exploit maximum rate performance for aqueous batteries through a judicious selection of MOF-type electrodes Reviewed International journal

    Nakamoto, K.; Bai, J.; Zhao, M.; Sakamoto, R.; Zhao, L.; Ito, M.; Okada, S.; Yamamoto, E.; Murayama H.; Tokunaga, M.

    RSC Adv.   13 ( 32 )   22070 - 22078   2023.10   eISSN:2046-2069

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    Language:Japanese   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry (RSC)  

    [Zn(dmpz)<sub>2</sub>NDI]<sub>n</sub>-MOF serves as a high rate capable anode for aqueous batteries thanks to its large pores. K<sup>+</sup>-based aqueous electrolytes may exploit its maximum rate performance, possibly because its hydrated ions can move freely in the electrode.

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  • Catalytic Asymmetric Transformation of Ester Group with Water and Alcohol as Nucleophiles

    Yamamoto Eiji, Kamachi Takashi, Tokunaga Makoto

    Journal of Synthetic Organic Chemistry, Japan   81 ( 8 )   798 - 808   2023.8   ISSN:00379980 eISSN:18836526

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    Language:Japanese   Publisher:The Society of Synthetic Organic Chemistry, Japan  

    <p>An ester group is one of ubiquitous and important functional groups in the field of organic chemistry. Stereoselective transformations of substrates having ester groups using artificial catalysts such as metal complexes and organocatalysts have been developed such as 1,4-addition of α,β-unsaturated esters and functionalizations at α-carbon of esters. However, stereoselective transformations of the ester group itself have been still highly limited.</p><p>Hydrolase-catalyzed asymmetric hydrolysis of esters, which is a basic and important reaction categorized as the latter reaction type, has long been studied, and widely used from the lab scale to the industrial scale synthesis. However, enzymatic reactions generally have several issues such as their low specific activity and high cost. Under these circumstances, we hypothesized that stereoselective base hydrolysis of esters would be achieved by using liquid-liquid biphasic system with chiral onium salt catalysts. Herein, we describe the asymmetric base hydrolysis of esters using chiral onium salt catalysts derived from Cinchona alkaloids and chiral amino acids as well as the related dynamic kinetic resolution of azlactones via phase-transfer catalytic base alcoholysis. In addition, we also demonstrated the computational investigations using ConFinder program with pseudo-transition state conformational search (PTSCS) method.</p>

    DOI: 10.5059/yukigoseikyokaishi.81.798

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  • Supported Noble Metal Catalysts and Adsorbents with Soft Lewis Acid Functions

    Haruno Murayama, Qi‐An Huang, Eiji Yamamoto, Makoto Tokunaga, Tamao Ishida, Mitsutaka Okumura, Tetsuo Honma, Tadahiro Fujitani, Atsuko Isogai

    The Chemical Record   23 ( 11 )   e202300148   2023.7   ISSN:1527-8999 eISSN:1528-0691

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    Language:Others   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    Abstract

    Heterogeneous noble metal catalysts exhibit various functions. Although their redox functions have been extensively studied, we focused on their soft Lewis acid functions. Supported Au, Pt, and Pd catalysts electrophilically attack the π‐electrons of soft bases such as alkynes, alkenes, and aromatic compounds to perform addition and substitution reactions. Hydroamination, intramolecular cyclization of alkynyl carboxylic acids, isomerization of allylic esters, vinyl exchange reactions, Wacker oxidation, and oxidative homocoupling of aromatics are introduced based on a discussion of the active species and reaction mechanisms. Furthermore, the adsorption of sulfur compounds, which are soft bases, onto the supported AuNPs is discussed. The adsorption and removal of 1,3‐dimethyltrisulfane (DMTS), which is the compound responsible for the stale odor of “hine‐ka” in alcoholic beverages, particularly Japanese sake, is described.

    DOI: 10.1002/tcr.202300148

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  • Oxidative Decomposition Mechanism of Ethylene Carbonate on Positive Electrodes in Lithium-Ion Batteries

    Yi-Fei Qiu, Haruno Murayama, Chisaki Fujitomo, Seiya Kawai, Asahi Haruta, Takumi Hiasa, Hiroki Mita, Kazunari Motohashi, Eiji Yamamoto, Makoto Tokunaga

    Bulletin of the Chemical Society of Japan   96 ( 5 )   444 - 451   2023.5   ISSN:0009-2673 eISSN:1348-0634

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    To extend the lifetime and improve the safety of lithium-ion batteries, the decomposition mechanism of electrolytes in lithium-ion batteries was kinetically and stereospecifically studied in simplified reaction systems, which were in contact with the charged positive electrodes including Li1-x CoO2 as an active material removed from batteries. By identifying the products, mainly vinylene carbonate (VC) was detected by gas chromatography as an oxidation product of ethylene carbonate (EC). The kinetic isotope effects of the reaction were evaluated using EC and deuterium-labeled ECD4. The kH/kD was found to be 2.9 suggesting the C-H bond cleavage step was irreversible and corresponds to the rate-determining step of the overall process in the reaction. Also, Arrhenius and Eyring plots and stereospecific studies using syn-substituted EC-D2 indicated that the transition state has a rigid structure and that the elimination of hydrogens from EC proceeded mainly via syn stereochemistry. Upon a change in the charge potential of Li1-xCoO2 from 4.5V to 4.1V, the rate of formation of VC decreased.

    DOI: 10.1246/bcsj.20230027

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  • Theoretical Mechanistic Investigation of the Dynamic Kinetic Resolution of N-Protected Amino Acid Esters using Phase-Transfer Catalysts

    Eiji Yamamoto, Kaoru Kobayashi, Kodai Wakafuji, Takashi Kamachi, Makoto Tokunaga

    Journal of Organic Chemistry   88 ( 12 )   7748 - 7754   2023.2   ISSN:0022-3263 eISSN:1520-6904

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Journal of Organic Chemistry  

    A detailed theoretical mechanistic investigation on the dynamic kinetic resolution of N-protected amino acid esters using phase-transfer catalysts is described. Semiautomatic exhaustive conformation search of transition state (TS)-like structures were carried out using the ConFinder program and the pseudo-TS conformational search (PTSCS) method. This conformational search method successfully provided reasonable TS structures for determining the stereoselectivity in the asymmetric base hydrolysis of hexafluoroisopropyl (HFIP) esters as well as the racemization mechanism. Furthermore, the independent gradient model (IGM) analysis of the TS structures suggested that the H-bonding interactions with the oxyanion hole and π-stacking interactions are the common important features of the proposed TS structures that determine the stereoselectivity.

    DOI: 10.1021/acs.joc.2c02352

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  • Effects of the Pt Shell Thickness on the Oxygen Reduction Reaction on a Well-Defined Pd@Pt Core-Shell Model Surface

    Yuta Hashiguchi, Isao Nakamura, Tetsuo Honma, Toshiyuki Matsushita, Haruno Murayama, Makoto Tokunaga, Yoong Kee Choe, Tadahiro Fujitani

    ChemPhysChem   24 ( 1 )   e202200389   2023.1   ISSN:1439-4235 eISSN:1439-7641

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    The effect of the Pt shell thickness on the oxygen reduction reaction (ORR) of a Pd@Pt core-shell catalyst was studied using surface science technics and computational approaches. We found Pt shells on Pd rods to be negatively charged because of charge transfer from the Pd substrate when the shell thicknesses were 0.5 or 1 monolayer (ML). The activities of the ORR of the model surface with a Pt shell of 0.5 or 1 ML were similar and more than twice the activities of a Pt/C or Pt rod. The relationship between the ORR activity and the thickness of the Pt shell was the exact opposite of the relationship between the Pt binding energy and the Pt shell thickness. The indication was that more negatively charged Pt had higher ORR activity. Density functional theory calculations confirmed that a single layer of Pt atoms located on Pd was negatively charged compared to pure Pt and resulted in a lower barrier to the rate-limiting step of the ORR.

    DOI: 10.1002/cphc.202200389

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  • Catalytic Asymmetric Transformation of Ester Group with Water and Alcohol as Nucleophiles

    Yamamoto, E; Kamachi, T; Tokunaga, M

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   81 ( 8 )   798 - 808   2023   ISSN:0037-9980

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  • A new strategy to exploit maximum rate performance for aqueous batteries through a judicious selection of MOF-type electrodes

    Nakamoto Kosuke, Bai Junwen, Zhao Minyan, Sakamoto Ryo, Zhao Liwei, Ito Masato, Okada Shigeto, Yamamoto Eiji, Murayama Haruno, Tokunaga Makoto

    RSC Advances   13 ( 32 )   22070 - 22078   2023   eISSN:20462069

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    A metal–organic framework (MOF) having a redox active 1,4,5,8-naphthalenetetracarboxdiimide (NDI) derivative in its organic linker shows excellent rate performance as an electrode material for aqueous batteries thanks to its large pores. Among aqueous electrolytes examined, K+-based ones exhibit the highest rate performance, which is caused by the highest mobility of the smallest hydrated K+ ion not only in the aqueous electrolyte but also in the electrode. Since the use of a counter electrode with insufficiently small pores for the full-cell configuration offsets this merit, our study may lead to a conclusion that the maximum rate performance for aqueous batteries will be accomplished only through further elaboration of both electrode materials with sufficiently large pores, in which hydrated ions can travel equally fast as those in the electrolyte.

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  • Ultraviolet light-induced decomposition of benzothiophene and dibenzothiophene derivatives for efficient sulfur removal without additives and catalysts

    Taka-Aki Shinozaki, Masahiko Suenaga, Yohan Ko, Eiji Yamamoto, Haruno Murayama, Makoto Tokunaga

    Journal of Cleaner Production   370   133402 - 133402   2022.8   ISSN:0959-6526 eISSN:1879-1786

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    When producing liquid fuels from petroleum, hydrodesulfurization methods reduce the concentration of sulfur to ≤10 mg(S)/L (weight/volume concentration of sulfur), namely, ≤ 0.31 mmol/L. Dibenzothiophene derivatives (DBTs), which are known as particularly difficult desulfurizing substances, have been decomposed reductively in severe conditions of high temperatures (270–372 °C) and high pressure (50–102 atm of H2). In this study, we developed a UV light irradiation-based desulfurization method for aromatic sulfur compounds such as benzothiophene derivatives (BTs) and DBTs under room temperature and atmospheric pressure without the use of catalysts or additives. This method is simple, location-independent, and low-cost, and has low environmental impact. BTs and DBTs completely decomposed in approximately 8 h and 16 h, respectively, under ultraviolet (UV) light irradiation (λ = 254 nm) from a 8 W lamp. The yellow precipitates that were produced upon decomposition were confirmed to be sulfur allotropes (Sn). The residual hydrocarbon portion of DBT after sulfur removal was determined to be benzene. The decomposition reaction was determined to exhibit pseudo-first-order reaction. DFT calculations confirmed the degradation mechanism as follows: UV light irradiation induces a photochemically excited triplet state of DBTs. The excited DBTs reacts with O2 to form a π-complex, which isomerizes to a more stable σ-complex. The DBTs-O2 (σ-complex) then reacts with free DBTs to afford two molecules of dibenzothiophene-5-oxide derivatives (DBTOs), which are excited to singlet states on photoirradiation. The excited DBTOs isomerize through a minimum energy intersection eventually to dibenzofuran episulfides from which sulfur extrusion occurs.

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  • Aerobic oxidation of isoprene glycol with platinum-bismuth nanoparticles catalysts supported on metal oxides

    Yasutaka Kawai, Kazuki Haruguchi, Keisei Sumikawa, Mai Kawada, Eiji Yamamoto, Haruno Murayama, Makoto Tokunaga

    Applied Catalysis A: General   643   118781 - 118781   2022.8   ISSN:0926-860X eISSN:1873-3875

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    β-Hydroxy β-methylbutyric acid (HMB) is expected as a promising therapeutic agent or a supplement. For industrial production of HMB, Pt-catalyzed aerobic oxidation of isoprene glycol is a potent synthetic method. However, the previous report using Pt-Bi catalyst supported on active carbon suffered from low tolerance to high substrate concentration conditions, which leads to low volumetric productivity. Herein, we report aerobic oxidation of isoprene glycol using Pt-Bi catalysts supported on ZrO2 or TiO2, showing high tolerance to the high substrate concentration conditions. In addition, these catalysts exhibited high recyclability. Scanning transmission electron microscopy analyses suggested the Pt-Bi species supported on ZrO2 or TiO2 are less likely to aggregate than those supported on activated carbon. Additionally, these metal oxides supported catalysts showed lower metal leaching than the carbon supported catalysts. Besides, the results of the various control experiments indicated the prevention of dehydration of an aldehyde intermediate is important for further improvement.

    DOI: 10.1016/j.apcata.2022.118781

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  • Intramolecular cyclization of alkynoic acid catalyzed by Na-salt-modified Au nanoparticles supported on metal oxides

    Qi-An Huang, Takaaki Ikeda, Kazuki Haruguchi, Seiya Kawai, Eiji Yamamoto, Haruno Murayama, Tamao Ishida, Tetsuo Honma, Makoto Tokunaga

    Applied Catalysis A: General   643   118765 - 118765   2022.8   ISSN:0926-860X eISSN:1873-3875

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    Zirconia-supported sodium-salt-modified Au(0) nanoparticles (NPs) (Na-Au/ZrO2) catalyst was prepared, and it was stable and recyclable in the intramolecular cyclization of alkynoic acids. In particular, the effect of sodium species in Na-Au/ZrO2, which has been overlooked in previous studies, was studied, and they were found to play an essential role in the reaction. In addition, the relationship between the kinetics and size of Au NPs revealed that the active sites of the catalyst are located on the surface of the supported Au NPs. Moreover, detailed kinetic studies revealed that the cyclization was a zero-order reaction with respect to substrate concentration, and the rate-determining step of the reaction is presumed to be protodeauration. The maximum turnover number (TON) of the reaction of 5-hexynoic acid in a continuous flow reactor exceeded 9000, which is the highest TON obtained in the presence of a heterogeneous Au catalyst.

    DOI: 10.1016/j.apcata.2022.118765

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  • Investigation of reusability and deactivation mechanism of supported platinum catalysts in the practical isomerization of allylic esters

    Qi-An Huang, Haruno Murayama, Eiji Yamamoto, Tetsuo Honma, Makoto Tokunaga

    Catalysis Today   410   215 - 221   2022.6   ISSN:0920-5861 eISSN:1873-4308

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    Metal oxides supported platinum catalysts with residual chloride are known to be reusable soft Lewis acid catalysts for the isomerization of allylic esters. To deepen the understanding of the industrial application of the catalytic system and optimize the catalyst design, an investigation on the reusability and deactivation mechanism of supported platinum catalysts in the isomerization of but-3-ene-1,2-diyl diacetate was conducted. A great reactivation effect was observed by treating the used catalysts with HCl, rather than that of calcination. Pt-Cl/CeO2 showed the best reusability among the catalysts prepared with other metal oxides, and it was uncovered that the reduction of PtOxCly species should be the main reason for deactivation with the assistance of X-ray absorption fine structure (XAFS) analysis. Besides, a relatively stable state was also observed from the XAFS spectra of Pt-Cl/CeO2 catalysts in the reusing test, and it could effectively prevent the active species from further deactivation. Furthermore, in an extended evaluation of the stability of the catalysts, reusability, and a limited deactivation were also verified through a 10-run batch reaction. Additionally, the continuous flow reaction was also proven to be feasible.

    DOI: 10.1016/j.cattod.2022.06.007

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  • Anchored Palladium Complex-Generated Clusters on Zirconia: Efficiency in Reductive N-Alkylation of Amines with Carbonyl Compounds under Hydrogen Atmosphere

    Zhenzhong Zhang, Takuya Ikeda, Haruno Murayama, Tetsuo Honma, Makoto Tokunaga, Yukihiro Motoyama

    Chemistry - An Asian Journal   17 ( 7 )   e202101243   2022.4   ISSN:1861-4728 eISSN:1861-471X

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    Language:Others   Publishing type:Research paper (scientific journal)   Publisher:Chemistry - An Asian Journal  

    Carbon-nitrogen bond formation is an important method on both laboratory and industrial scales because it realizes the production of valuable pharmaceuticals, agrochemicals, and fine chemicals. Direct reductive N-alkylation of amines with carbonyl compounds via intermediary imine compounds, especially under catalytic hydrogenation conditions, is one of the most convenient, economical, and environmentally friendly methods for this process. Here we report a novel palladium species on zirconia having specific activity towards hydrogenation of imines but other carbonyl groups remaining intact. The present catalytic property offers a practical synthetic method of functionalized secondary amines by reductive N-alkylation under mild conditions with high atom-efficiency. Mechanistic studies revealed that the catalytically active species is the palladium cluster, which is generated in situ from molecular palladium complexes on the support by exposure to atmospheric hydrogen. These fundamental findings are expected to progress in developing novel cluster catalysts for chemical processes directed towards a sustainable society.

    DOI: 10.1002/asia.202101243

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  • Convenient Unsymmetrical Disulfane Synthesis: Basic Zeolite-Catalyzed Thiol-Disulfane Exchange Reaction

    Eiji Yamamoto, Yasutaka Kawai, Kei Takakura, Moemi Kimura, Haruno Murayama, Hironobu Matsueda, Shujiro Otsuki, Hiroshi Sakata, Makoto Tokunaga

    ChemCatChem   13 ( 22 )   4694 - 4699   2021.11

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    Convenient catalytic synthetic methods for the preparation of unsymmetrical disulfanes are described. Na-exchanged X type zeolite (Na-X), commercially available as MS-13X, effectively catalyzes thiol-disulfane exchange reactions with 1.0 equivalent of thiols and 2.5–3.0 equivalents of disulfanes at 10 °C to room temperature under air. The reactions of sterically-hindered disulfanes or electron-deficient thiol substrates require high temperatures under inert atmospheres to maintain the good product yields. Various functionalized thiols and disulfanes are tolerant in the present catalytic systems, affording the corresponding unsymmetrical disulfanes in good-to-high yields (up to 96 %). The Na-X catalyst was successfully recycled 10 times without loss of yield. Preliminary mechanistic studies suggest the involvement of base-catalyzed SN2-S displacement and/or addition-elimination mechanisms, assisted by hydrogen-bonding interactions.

    DOI: 10.1002/cctc.202101092

  • Pt/CeO<inf>2</inf> with residual chloride as reusable soft Lewis acid catalysts: Application to highly efficient isomerization of allylic esters

    Qi An Huang, Asahi Haruta, Yuhya Kumamoto, Haruno Murayama, Eiji Yamamoto, Tetsuo Honma, Mitsutaka Okumura, Hiroki Nobutou, Makoto Tokunaga

    Applied Catalysis B: Environmental   296   2021.11

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    Heterogeneous acid and base catalysts play a crucial role in many important chemical processes. Hard Lewis and Brønsted acid catalysts like silica-alumina and zeolites have been widely applied in numerous reactions; however, developing reusable and active soft Lewis acid catalysts remain a challenge. Herein, we demonstrate for the first time that a highly dispersed supported platinum catalyst can act as a heterogeneous soft Lewis acid. High turnover numbers and reusability were observed in the isomerization of allylic esters under solvent-free conditions. Moreover, the as-prepared catalysts are characterized by X-ray photoelectron spectroscopy (XPS) and X-ray absorption fine structure (XAFS), revealing that the highly dispersed Pt clusters with Pt–Cl bonds play a key role in the high activity. The residual chloride anion enhances the Lewis acidity of the Pt metal center and thus improves the catalytic activity. Simultaneously, the high catalytic activity of Pt/CeO2 with residual chloride and the soft Lewis acid mechanism are also proved by density functional theory (DFT) calculations based on the model reaction.

    DOI: 10.1016/j.apcatb.2021.120333

  • Dynamic Kinetic Resolution of Azlactones via Phase-Transfer Catalytic Alcoholysis

    Kodai Wakafuji, Satsuki Iwasa, Kina N. Ouchida, Hyemin Cho, Hirotsugu Dohi, Eiji Yamamoto, Takashi Kamachi, Makoto Tokunaga

    ACS Catalysis   11 ( 22 )   14067 - 14075   2021.11

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    Phase-transfer catalytic asymmetric alcoholysis of azlactones via dynamic kinetic resolution proceeded for a wide range of alcohols and azlactones, affording the corresponding α-chiral amino acid esters in up to 98% yield and up to 99:1 er. In addition, this catalytic system was also applied to the asymmetric alcoholysis of N-benzoyl amino acid hexafluoroisopropyl ester providing the desired product in good yield with high stereoselectivity (71% yield, 98:2 er). The catalyst loading could be reduced to 0.1 mol % without significant loss of stereoselectivity (turnover number = 411). Furthermore, a gram-scale reaction and transformations of the enantioenriched products involving hydrogenolysis, LAH-reduction, and Suzuki-Miyaura coupling reactions were successfully achieved. Detailed computational studies using a pseudotransition state (pseudo-TS) conformational search with ConFinder and density functional theory (DFT) calculations indicated a TS model that accounted for the origin of the stereoselectivity. In this TS model, water or alcohol molecules activate the azlactone substrate by H-bonding with the nitrogen atom, and concomitant accumulated weak interactions, including H-bonding interactions, C-H-π, and π-πinteractions, stabilize the TS, leading to the major enantiomer.

    DOI: 10.1021/acscatal.1c03076

  • C-H Bond Functionalization Using Pd- And Au-Supported Catalysts with Mechanistic Insights of the Active Species

    Tamao Ishida, Zhenzhong Zhang, Haruno Murayama, Eiji Yamamoto, Makoto Tokunaga

    Synthesis (Germany)   53 ( 18 )   3279 - 3289   2021.9

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    The process of C-H functionalization has been extensively studied as a direct C-C bond-forming reaction with high atomic efficiency. Efforts have also been made on such reactions by using supported catalysts, which are superior in terms of catalyst separation from the reaction mixture and reusability. In this review, an overview of C-H functionalization reactions, especially those involving Pd- and Au-supported catalysts, is presented. In particular, we discuss reaction mechanisms, active species, leaching, reusability, etc. 1 Introduction 2 Types of Supported Metal Catalysts and Their Active Species 3 Modes of C-H Bond Activation 4 Oxidative C-H C-H Coupling of Aryl Compounds 5 C-H C-H Coupling Where One Side Is Aromatic 6 C-H Acylation of Aromatic Compounds and Related Reactions 7 Conclusion.

    DOI: 10.1055/a-1468-1455

  • Continuous-flow synthesis of Pd@Pt core-shell nanoparticles

    Yuta Hashiguchi, Fumihiro Watanabe, Tetsuo Honma, Isao Nakamura, Sharmin Sultana Poly, Tatsuya Kawaguchi, Tetsurou Tsuji, Haruno Murayama, Makoto Tokunaga, Tadahiro Fujitani

    Colloids and Surfaces A: Physicochemical and Engineering Aspects   620   2021.7

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    A flow manufacturing process was investigated for the synthesis of Pd@Pt core-shell nanoparticles (NPs) with high productivity and exact structural control. Pd@Pt core-shell NPs were successfully synthesized in a flow reactor using polyvinylpyrrolidone (PVP) as a capping agent. However, the oxygen reduction reaction (ORR) activity of the Pd@Pt/PVP/C catalyst was found to be significantly lower than that of commercial Pt/C as the remaining PVP inhibited ORR. In order to improve ORR activity, it is necessary to support the highly dispersed Pd@Pt NPs on activated carbon without the use of PVP. Cyclic voltammetry, transmission electron microscopy, and X-ray absorption fine structure analyses showed that Pd@Pt NPs could be uniformly dispersed on activated carbon by adding bis(2-methoxyethyl) ether (diglyme) as a capping agent. The particle size and core-shell structure of the Pd@Pt NPs did not differ significantly between the NPs synthesized with PVP or diglyme, indicating that advanced structural control was possible without PVP. Furthermore, the mass activity per Pt weight of the Pd@Pt/C catalyst using diglyme was found to be 1.8-fold higher than that of Pt/C. We thus succeeded in synthesizing Pd@Pt core-shell NPs with precisely controlled structure and high ORR activity by flow process.

    DOI: 10.1016/j.colsurfa.2021.126607

  • Continuous-flow synthesis of Pd@Pt core-shell nanoparticles Reviewed International journal

    Hashiguchi, Y.; Watanabe, F.; Honma, T.; Nakamura, I.; Poly, S. S.; Kawaguchi, T.; Tsuji, T.; @Murayama, H.; @Tokunaga, M.; Fujitani, T.

    Colloids and Surfaces A: Physicochemical and Engineering Aspects, 2021, 620, 126607. DOI: doi.org/10.1016/j.colsurfa.2021.126607   2021.6

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    DOI: doi.org/10.1016/j.colsurfa.2021.126607

  • Structures analyses of supported ruthenium catalysts under asymmetric hydrogenation reaction

    Haruno Murayama, Yuya Ikutake, Hiroshi Nakashima, Tetsuo Honma, Makoto Tokunaga

    Radiation Physics and Chemistry   175   2020.10

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    © 2020 Elsevier Ltd Ruthenium oxide catalysts supported on various metal oxides, such as zirconia, ceria, and alumina, were prepared by an impregnation method using RuCl3·3H2O as a precursor. Local structures of the supported Ru oxide and oxidation states of Ru species were analyzed by in situ Ru K-edge X-ray absorption fine structure measurements. Small RuO2 particles were highly dispersed on zirconia and ceria. On the other hand, bulk RuO2 was deposited on alumina. Enantioselective hydrogenation of diethyl itaconate was achieved by combining the supported RuO2 catalysts with chiral ligands. The 1 wt% RuO2 supported on zirconia provided 95% ee and 99% yield. The Ru oxide was partially reduced during the reaction.

    DOI: 10.1016/j.radphyschem.2019.02.017

  • Theoretical study of selective hydrogenolysis of methyl vinyl carbinol over Au-Ni bimetallic catalyst: Toward constructing a working hypothesis for the role of dichloroethane solvent and perimeter sites

    Yoshinori Ato, Akihide Hayashi, Ayaka Sonoura, Hiroaki Koga, Tamao Ishida, Makoto Tokunaga, Mitsutaka Okumura

    Chemical Physics Letters   754   2020.9

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    Au-Ni bimetallic nanoparticles catalyze the hydrogenolysis of the hydroxy group of benzylic alcohols by activating H2 with dichloroethane solvent. To propose a working hypothesis for their reaction mechanism, we performed theoretical calculations for the hydroxylation of methyl vinyl carbinol over the Au1Ni19 cluster. The results showed that there're two reaction cycles, depending on the presence of HCl. Firstly, the solvent acted as a sacrificial reagent to produce the carbocation intermediate, while HCl was produced in other reaction. It was found that the presence of the exposed Au site played an important role for producing HCl and subsequent hydrogenolysis.

    DOI: 10.1016/j.cplett.2020.137773

  • Pt/CeO2 with residual chloride as reusable soft Lewis acid catalysts: application to highly efficient isomerization of allylic esters Reviewed International journal

    Huang, Q.-A.; Haruta, A.; Kumamoto, Y.; @Murayama, H.; @Yamamoto, E.; Honma, T.; Okumura, M.; Nobutou, H.; @Tokunaga M.

    Appl. Catal. B, Environ., 2020, 296, 120333. DOI: https://doi.org/10.1016/j.apcatb.2021.120333   2020.6

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  • DFT study for selective adsorption of 1,3-dimethyltrisulfane responsible for aged odor in Japanese sake using supported gold nanoparticles Reviewed International journal

    Sonoura, A.; Hayashi, A.; Ato, Y.; Koga, H.; @Murayama, H.;@ Tokunaga, M.; Okumura, M.

    Chem. Lett., 2020, 49, 218-221. DOI: 10.1246/cl.190868   ( 49 )   218 - 221   2020.6

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    DOI: 10.1246/cl.190868

  • Theoretical study of selective hydrogenolysis of methyl vinyl carbinol over Au-Ni bimetallic catalyst: toward constructing a working hypothesis for the role of dichloroethane solvent and perimeter sites Reviewed International journal

    Ato, Y.; Hayashi, A.; Sonoura, A.; Koga, H.; Ishida, @T.; Tokunaga, M.; Okumura, M.

    Chem. Phys. Lett., 2020, 754, 137773. DOI: doi.org/10.1016/j.cplett.2020.137773   2020.6

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    DOI: doi.org/10.1016/j.cplett.2020.137773

  • C-H bond functionalization using Pd and Au supported catalysts with mechanistic insights of the active species Reviewed International journal

    Ishida, T.; Zhang, Z.; @Murayama, H.; @Yamamoto, E.; @Tokunaga, M.

    Synthesis in press. Special Issue - Bond Activation in Honor of Prof. Shinji Murai DOI: 10.1055/a-1468-1455   2020.6

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    DOI: DOI: 10.1055/a-1468-1455

  • 担持金ナノ粒子を用いた老香成分DMTS除去技術の実用化に向けた検討 Reviewed

    磯谷敦子, 村山美乃, 木村萌水, 篠﨑貴旭, 山本英治, 藤井力, 飯塚幸子, 徳永信

    日本醸造学会誌   114 ( 12 )   779 - 786   2019.12

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    Study for practical application of supported gold nanoparticles for removal of DMTS responsible for hineka in sake

  • Surface Modification of a Supported Pt Catalyst Using Ionic Liquids for Selective Hydrodeoxygenation of Phenols into Arenes under Mild Conditions Reviewed

    Hidetoshi Ohta, Kanako Tobayashi, Akihiro Kuroo, Mao Nakatsuka, Hirokazu Kobayashi, Atsushi Fukuoka, Go Hamasaka, Yasuhiro Uozumi, Haruno Murayama, Makoto Tokunaga, Minoru Hayashi

    Chemistry - A European Journal   25 ( 65 )   14762 - 14766   2019.11

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    Surface Modification of a Supported Pt Catalyst Using Ionic Liquids for Selective Hydrodeoxygenation of Phenols into Arenes under Mild Conditions
    The selective and efficient removal of oxygenated groups from lignin-derived phenols is a critical challenge to utilize lignin as a source for renewable aromatic chemicals. This report describes how surface modification of a zeolite-supported Pt catalyst using ionic liquids (ILs) remarkably increases selectivity for the hydrodeoxygenation (HDO) of phenols into arenes under mild reaction conditions using atmospheric pressure H2. Unmodified Pt/H-ZSM-5 converts phenols into aliphatic species as the major products along with a slight amount of arenes (10 &#37; selectivity). In contrast, the catalyst modified with an IL, 1-butyl-3-methylimidazolium triflate, keeps up to 76 &#37; selectivity for arenes even at a nearly complete conversion of phenols. The IL on the surface of Pt catalyst may offer the adsorption of phenols in an edge-to-face manner onto the surface, thus accelerating the HDO without the ring hydrogenation.

    DOI: 10.1002/chem.201902668

  • Surface Modification of a Supported Pt Catalyst Using Ionic Liquids for Selective Hydrodeoxygenation of Phenols into Arenes under Mild Conditions Reviewed

    Hidetoshi Ohta, Kanako Tobayashi, Akihiro Kuroo, Mao Nakatsuka, Hirokazu Kobayashi, Atsushi Fukuoka, Go Hamasaka, Yasuhiro Uozumi, Haruno Murayama, Makoto Tokunaga, Minoru Hayashi

    Chemistry - A European Journal   25 ( 65 )   14762 - 14766   2019.11

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    The selective and efficient removal of oxygenated groups from lignin-derived phenols is a critical challenge to utilize lignin as a source for renewable aromatic chemicals. This report describes how surface modification of a zeolite-supported Pt catalyst using ionic liquids (ILs) remarkably increases selectivity for the hydrodeoxygenation (HDO) of phenols into arenes under mild reaction conditions using atmospheric pressure H2. Unmodified Pt/H-ZSM-5 converts phenols into aliphatic species as the major products along with a slight amount of arenes (10 % selectivity). In contrast, the catalyst modified with an IL, 1-butyl-3-methylimidazolium triflate, keeps up to 76 % selectivity for arenes even at a nearly complete conversion of phenols. The IL on the surface of Pt catalyst may offer the adsorption of phenols in an edge-to-face manner onto the surface, thus accelerating the HDO without the ring hydrogenation.

    DOI: 10.1002/chem.201902668

  • Surface Modification of a Supported Pt Catalyst Using Ionic Liquids for Selective Hydrodeoxygenation of Phenols into Arenes under Mild Conditions Reviewed

    Hidetoshi Ohta, Kanako Tobayashi, Akihiro Kuroo, Mao Nakatsuka, Hirokazu Kobayashi, Atsushi Fukuoka, Go Hamasaka, Yasuhiro Uozumi, Haruno Murayama, Makoto Tokunaga, Minoru Hayashi

    Chemistry - A European Journal   25 ( 65 )   14762 - 14766   2019.11

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    The selective and efficient removal of oxygenated groups from lignin-derived phenols is a critical challenge to utilize lignin as a source for renewable aromatic chemicals. This report describes how surface modification of a zeolite-supported Pt catalyst using ionic liquids (ILs) remarkably increases selectivity for the hydrodeoxygenation (HDO) of phenols into arenes under mild reaction conditions using atmospheric pressure H2. Unmodified Pt/H-ZSM-5 converts phenols into aliphatic species as the major products along with a slight amount of arenes (10 % selectivity). In contrast, the catalyst modified with an IL, 1-butyl-3-methylimidazolium triflate, keeps up to 76 % selectivity for arenes even at a nearly complete conversion of phenols. The IL on the surface of Pt catalyst may offer the adsorption of phenols in an edge-to-face manner onto the surface, thus accelerating the HDO without the ring hydrogenation.

    DOI: 10.1002/chem.201902668

  • The additive effect of amines on the dihydroxylation of buta-1,3-diene into butenediols by supported Pd catalysts

    Zhenzhong Zhang, Tetsuya Mamba, Qi An Huang, Haruno Murayama, Eiji Yamamoto, Tetsuo Honma, Makoto Tokunaga

    Molecular Catalysis   475   2019.10

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    © 2019 Elsevier B.V. The additive effect of amines on the supported PdO catalyzed-dihydroxylation of buta-1,3-diene is first examined. The significant enhancement of the synthetic efficiency for the diol products is achieved by the addition of less hindered strong bases, such as morpholines and N-methylimidazole. Notably, we found that the amine additive is indispensable to keep the catalytic activity during the recycling test, which is never mentioned in previous reports. Furthermore, both the fresh and spent catalysts are characterized by attenuated total reflection infrared (ATR-IR) observation and X-ray absorption fine structure (XAFS) measurements.

    DOI: 10.1016/j.mcat.2019.110502

  • The additive effect of amines on the dihydroxylation of buta-1,3-diene into butenediols by supported Pd catalysts Reviewed

    Zhenzhong Zhang, Tetsuya Mamba, Qi An Huang, Haruno Murayama, Eiji Yamamoto, Tetsuo Honma, Makoto Tokunaga

    Molecular Catalysis   475   2019.10

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    The additive effect of amines on the supported PdO catalyzed-dihydroxylation of buta-1,3-diene is first examined. The significant enhancement of the synthetic efficiency for the diol products is achieved by the addition of less hindered strong bases, such as morpholines and N-methylimidazole. Notably, we found that the amine additive is indispensable to keep the catalytic activity during the recycling test, which is never mentioned in previous reports. Furthermore, both the fresh and spent catalysts are characterized by attenuated total reflection infrared (ATR-IR) observation and X-ray absorption fine structure (XAFS) measurements.

    DOI: 10.1016/j.mcat.2019.110502

  • The additive effect of amines on the dihydroxylation of buta-1,3-diene into butenediols by supported Pd catalysts Reviewed

    Zhenzhong Zhang, Tetsuya Mamba, Qi An Huang, Haruno Murayama, Eiji Yamamoto, Tetsuo Honma, Makoto Tokunaga

    Molecular Catalysis   475   2019.10

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    The additive effect of amines on the supported PdO catalyzed-dihydroxylation of buta-1,3-diene is first examined. The significant enhancement of the synthetic efficiency for the diol products is achieved by the addition of less hindered strong bases, such as morpholines and N-methylimidazole. Notably, we found that the amine additive is indispensable to keep the catalytic activity during the recycling test, which is never mentioned in previous reports. Furthermore, both the fresh and spent catalysts are characterized by attenuated total reflection infrared (ATR-IR) observation and X-ray absorption fine structure (XAFS) measurements.

    DOI: 10.1016/j.mcat.2019.110502

  • Enantioselective Protonation of Enol Esters with Bifunctional Phosphonium/Thiourea Catalysts

    Eiji Yamamoto, Kodai Wakafuji, Yusuke Mori, Gaku Teshima, Yuki Hidani, Makoto Tokunaga

    Organic Letters   21 ( 11 )   4030 - 4034   2019.6

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    Bifunctional phosphonium/thioureas derived from tert-leucine behaved as highly selective catalysts for enantioselective protonation of enol esters, providing α-chiral ketones in yields of up to 99% with high enantioselectivities (up to 98.5:1.5 er). Control experiments clarified that a bulky tert-butyl group and phosphonium and thiourea moieties were necessary to achieve such high stereoselectivity. In addition, mechanistic investigations indicated the catalyst was converted to the corresponding betaine species, which served as a monomolecular catalyst.

    DOI: 10.1021/acs.orglett.9b01216

  • Pd-catalyzed decarbonylation of furfural Elucidation of support effect on Pd size and catalytic activity using in-situ XAFS Reviewed

    Tamao Ishida, Tetsuo Honma, Kengo Nakada, Haruno Murayama, Tetsuya Mamba, Kurumi Kume, Yusuke Izawa, Masaru Utsunomiya, Makoto Tokunaga

    Journal of Catalysis   374   320 - 327   2019.6

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    Palladium (Pd) clusters on zirconia (ZrO2) and single Pd atoms on ceria (CeO2) exhibited high catalytic activity and selectivity for decarbonylation of furfural to furan without additives in the liquid phase. To study the active size of Pd and changes in chemical states or structures during the reaction, in-situ X-ray absorption fine structure (XAFS) measurements were conducted. The size of Pd clusters consisting of less than 10 Pd atoms was maintained on ZrO2 during the reaction. In contrast, single Pd atoms were aggregated during heating and only Pd clusters consisting of 13 atoms were present after the reaction. According to the in-situ XAFS results, the size of Pd particles did not gradually increase to Pd13 clusters. Instead, Pd13 clusters were partly formed from the beginning of the reaction, and the proportion of Pd13 clusters increased with time while keeping the size of Pd13 clusters. This result suggests that a single Pd atom is inactive, but Pd clusters are active for decarbonylation. Ab-initio calculation revealed that ZrO2 (1 1 1) surface had lower adsorption and migration energies than CeO2 (1 1 1), implying that Pd was easily diffused on the surface and stabilized as small Pd clusters.

    DOI: 10.1016/j.jcat.2019.04.041

  • Enantioselective Protonation of Enol Esters with Bifunctional Phosphonium/Thiourea Catalysts Reviewed

    Eiji Yamamoto, Kodai Wakafuji, Yusuke Mori, Gaku Teshima, Yuki Hidani, Makoto Tokunaga

    Organic letters   21 ( 11 )   4030 - 4034   2019.6

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    Bifunctional phosphonium/thioureas derived from tert-leucine behaved as highly selective catalysts for enantioselective protonation of enol esters, providing α-chiral ketones in yields of up to 99% with high enantioselectivities (up to 98.5:1.5 er). Control experiments clarified that a bulky tert-butyl group and phosphonium and thiourea moieties were necessary to achieve such high stereoselectivity. In addition, mechanistic investigations indicated the catalyst was converted to the corresponding betaine species, which served as a monomolecular catalyst.

    DOI: 10.1021/acs.orglett.9b01216

  • Direct transformation of terminal alkenes with H2O into primary alcohols over metal oxide-supported Pd catalysts Reviewed

    Zhenzhong Zhang, Tetsuya Mamba, Eiji Yamamoto, Haruno Murayama, Tamao Ishida, Tetsuo Honma, Tadahiro Fujitani, Makoto Tokunaga

    Applied Catalysis B: Environmental   246   100 - 110   2019.6

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    The anti-Markovnikov addition of H2O to alkenes to directly bring in primary alcohols has been considered one of the “10 challenges in catalysis” in the 1990s, but the challenging issue has still remained unsolved over the past few decades, particularly in terms of developing an atom-efficient synthetic strategy. In this context, we introduce a novel access for the transformation of terminal alkenes with H2O into the corresponding primary alcohols over metal oxide-supported Pd catalysts, employing O2 as the sole oxidant. Direct and efficient synthesis of cinnamyl alcohol from allylbenzene and H2O was initially achieved as a fine chemical example over Pd(NO3)2/CeO2-ZrO2, and the target saturated alcohol (3-phenylpropan-1-ol) was obtained as the anti-Markovnikov selective product from a “one-pot” process using H2 as the reductant. The Pd(NO3)2/CeO2-ZrO2 was characterized by HAADF-STEM, XRD and X-ray absorption fine structure (XAFS) analyses, indicating that the molecular Pd(NO3)2 is probably deposited as it is on the support, which likely plays an important role to promote this reaction. In the second part, Pd(NO3)2/CeO2-ZrO2 and other supported Pd catalysts were applied for the transformation of 1,3-butadiene into 2-butene-1,4-diol in a batch reactor. Besides, butane-1,4-diol, which is an important industrial material, was efficiently produced by the simple hydrogenation of 2-butene-1,4-diol in a “one-pot” manner. Significantly, the development of the reaction catalyzed by supported Pd in a gas flow reactor bestows great potential to further industrial applications. Additionally, the adsorption structure of 1,3-butadiene on Pd(111) was confirmed as the s-trans form by infrared reflection absorption spectroscopy (IRAS) measurements. The change in the electronic states of surface Pd atoms upon oxygen adsorption was observed by X-ray photoelectron spectroscopy (XPS).

    DOI: 10.1016/j.apcatb.2019.01.031

  • Pd-catalyzed decarbonylation of furfural Elucidation of support effect on Pd size and catalytic activity using in-situ XAFS Reviewed

    Tamao Ishida, Tetsuo Honma, Kengo Nakada, Haruno Murayama, Tetsuya Mamba, Kurumi Kume, Yusuke Izawa, Masaru Utsunomiya, Makoto Tokunaga

    Journal of Catalysis   374   320 - 327   2019.6

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    Palladium (Pd) clusters on zirconia (ZrO2) and single Pd atoms on ceria (CeO2) exhibited high catalytic activity and selectivity for decarbonylation of furfural to furan without additives in the liquid phase. To study the active size of Pd and changes in chemical states or structures during the reaction, in-situ X-ray absorption fine structure (XAFS) measurements were conducted. The size of Pd clusters consisting of less than 10 Pd atoms was maintained on ZrO2 during the reaction. In contrast, single Pd atoms were aggregated during heating and only Pd clusters consisting of 13 atoms were present after the reaction. According to the in-situ XAFS results, the size of Pd particles did not gradually increase to Pd13 clusters. Instead, Pd13 clusters were partly formed from the beginning of the reaction, and the proportion of Pd13 clusters increased with time while keeping the size of Pd13 clusters. This result suggests that a single Pd atom is inactive, but Pd clusters are active for decarbonylation. Ab-initio calculation revealed that ZrO2 (1 1 1) surface had lower adsorption and migration energies than CeO2 (1 1 1), implying that Pd was easily diffused on the surface and stabilized as small Pd clusters.

    DOI: 10.1016/j.jcat.2019.04.041

  • Enantioselective Protonation of Enol Esters with Bifunctional Phosphonium/Thiourea Catalysts Reviewed

    Eiji Yamamoto, Kodai Wakafuji, Yusuke Mori, Gaku Teshima, Yuki Hidani, Makoto Tokunaga

    Organic letters   21 ( 11 )   4030 - 4034   2019.6

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    Bifunctional phosphonium/thioureas derived from tert-leucine behaved as highly selective catalysts for enantioselective protonation of enol esters, providing α-chiral ketones in yields of up to 99% with high enantioselectivities (up to 98.5:1.5 er). Control experiments clarified that a bulky tert-butyl group and phosphonium and thiourea moieties were necessary to achieve such high stereoselectivity. In addition, mechanistic investigations indicated the catalyst was converted to the corresponding betaine species, which served as a monomolecular catalyst.

    DOI: 10.1021/acs.orglett.9b01216

  • Direct transformation of terminal alkenes with H2O into primary alcohols over metal oxide-supported Pd catalysts Reviewed

    Zhenzhong Zhang, Tetsuya Mamba, Eiji Yamamoto, Haruno Murayama, Tamao Ishida, Tetsuo Honma, Tadahiro Fujitani, Makoto Tokunaga

    Applied Catalysis B: Environmental   246   100 - 110   2019.6

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    The anti-Markovnikov addition of H2O to alkenes to directly bring in primary alcohols has been considered one of the “10 challenges in catalysis” in the 1990s, but the challenging issue has still remained unsolved over the past few decades, particularly in terms of developing an atom-efficient synthetic strategy. In this context, we introduce a novel access for the transformation of terminal alkenes with H2O into the corresponding primary alcohols over metal oxide-supported Pd catalysts, employing O2 as the sole oxidant. Direct and efficient synthesis of cinnamyl alcohol from allylbenzene and H2O was initially achieved as a fine chemical example over Pd(NO3)2/CeO2-ZrO2, and the target saturated alcohol (3-phenylpropan-1-ol) was obtained as the anti-Markovnikov selective product from a “one-pot” process using H2 as the reductant. The Pd(NO3)2/CeO2-ZrO2 was characterized by HAADF-STEM, XRD and X-ray absorption fine structure (XAFS) analyses, indicating that the molecular Pd(NO3)2 is probably deposited as it is on the support, which likely plays an important role to promote this reaction. In the second part, Pd(NO3)2/CeO2-ZrO2 and other supported Pd catalysts were applied for the transformation of 1,3-butadiene into 2-butene-1,4-diol in a batch reactor. Besides, butane-1,4-diol, which is an important industrial material, was efficiently produced by the simple hydrogenation of 2-butene-1,4-diol in a “one-pot” manner. Significantly, the development of the reaction catalyzed by supported Pd in a gas flow reactor bestows great potential to further industrial applications. Additionally, the adsorption structure of 1,3-butadiene on Pd(111) was confirmed as the s-trans form by infrared reflection absorption spectroscopy (IRAS) measurements. The change in the electronic states of surface Pd atoms upon oxygen adsorption was observed by X-ray photoelectron spectroscopy (XPS).

    DOI: 10.1016/j.apcatb.2019.01.031

  • Pd-catalyzed decarbonylation of furfural: Elucidation of support effect on Pd size and catalytic activity using in-situ XAFS

    Tamao Ishida, Tetsuo Honma, Kengo Nakada, Haruno Murayama, Tetsuya Mamba, Kurumi Kume, Yusuke Izawa, Masaru Utsunomiya, Makoto Tokunaga

    Journal of Catalysis   374   320 - 327   2019.6

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    © 2019 Elsevier Inc. Palladium (Pd) clusters on zirconia (ZrO2) and single Pd atoms on ceria (CeO2) exhibited high catalytic activity and selectivity for decarbonylation of furfural to furan without additives in the liquid phase. To study the active size of Pd and changes in chemical states or structures during the reaction, in-situ X-ray absorption fine structure (XAFS) measurements were conducted. The size of Pd clusters consisting of less than 10 Pd atoms was maintained on ZrO2 during the reaction. In contrast, single Pd atoms were aggregated during heating and only Pd clusters consisting of 13 atoms were present after the reaction. According to the in-situ XAFS results, the size of Pd particles did not gradually increase to Pd13 clusters. Instead, Pd13 clusters were partly formed from the beginning of the reaction, and the proportion of Pd13 clusters increased with time while keeping the size of Pd13 clusters. This result suggests that a single Pd atom is inactive, but Pd clusters are active for decarbonylation. Ab-initio calculation revealed that ZrO2 (1 1 1) surface had lower adsorption and migration energies than CeO2 (1 1 1), implying that Pd was easily diffused on the surface and stabilized as small Pd clusters.

    DOI: 10.1016/j.jcat.2019.04.041

  • Selective mild oxidation of methane to methanol or formic acid on Fe-MOR catalysts Reviewed

    Zhihao Fang, Haruno Murayama, Qi Zhao, Bing Liu, Feng Jiang, Yuebing Xu, Makoto Tokunaga, Xiaohao Liu

    Catalysis Science and Technology   9 ( 24 )   6946 - 6956   2019.1

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    Controllable methane oxidation directly into value-added products under mild conditions remains a challenge. Herein, an active Fe/MOR catalyst was synthesized via simple solid-state ion exchange, and its activity in the selective oxidation of methane with H2O2 in the aqueous phase was intensively investigated. The octahedral dimeric Fe3+ species [Fe2(μ-O)2] in the extra framework was confirmed as the initial active site by X-ray photoelectron spectroscopy, X-ray absorption near-edge structure and extended X-ray absorption fine structure, UV-vis diffuse-reflectance spectroscopy, and high-angle annular dark-field scanning transmission electron microscopy in combination with DFT calculations. The DFT calculations indicated that methanol formation via methyl peroxide (CH3OOH∗) on [Fe2(μ-OH)2O2] is the most favorable pathway compared to the direct formation of methanol via CH3O∗. The formed CH3OH is easily further oxidized by hydroxyl radicals (OH) resulting in non-selective methane oxidation. In contrast, the Fe/MOR catalyst could lead to a high methanol selectivity of 71.3% in the presence of homogeneous Cu2+ precursor, which efficiently suppressed the over-oxidation of methanol, and a high formic acid selectivity up to 81-82% at a slightly higher reaction temperature by mildly shifting the oxidation of methanol and formaldehyde to the target product.

    DOI: 10.1039/c9cy01640f

  • Selective mild oxidation of methane to methanol or formic acid on Fe-MOR catalysts Reviewed

    Zhihao Fang, Haruno Murayama, Qi Zhao, Bing Liu, Feng Jiang, Yuebing Xu, Makoto Tokunaga, Xiaohao Liu

    Catalysis Science and Technology   9 ( 24 )   6946 - 6956   2019.1

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    Controllable methane oxidation directly into value-added products under mild conditions remains a challenge. Herein, an active Fe/MOR catalyst was synthesized via simple solid-state ion exchange, and its activity in the selective oxidation of methane with H2O2 in the aqueous phase was intensively investigated. The octahedral dimeric Fe3+ species [Fe2(μ-O)2] in the extra framework was confirmed as the initial active site by X-ray photoelectron spectroscopy, X-ray absorption near-edge structure and extended X-ray absorption fine structure, UV-vis diffuse-reflectance spectroscopy, and high-angle annular dark-field scanning transmission electron microscopy in combination with DFT calculations. The DFT calculations indicated that methanol formation via methyl peroxide (CH3OOH∗) on [Fe2(μ-OH)2O2] is the most favorable pathway compared to the direct formation of methanol via CH3O∗. The formed CH3OH is easily further oxidized by hydroxyl radicals (OH) resulting in non-selective methane oxidation. In contrast, the Fe/MOR catalyst could lead to a high methanol selectivity of 71.3% in the presence of homogeneous Cu2+ precursor, which efficiently suppressed the over-oxidation of methanol, and a high formic acid selectivity up to 81-82% at a slightly higher reaction temperature by mildly shifting the oxidation of methanol and formaldehyde to the target product.

    DOI: 10.1039/c9cy01640f

  • Selective mild oxidation of methane to methanol or formic acid on Fe-MOR catalysts Reviewed

    Makoto Tokunaga

    Catalysis Science and Technology   9 ( 10.1039/C9CY01640F )   2019

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  • Selective mild oxidation of methane to methanol or formic acid on Fe-MOR catalysts Reviewed

    Makoto Tokunaga

    Catalysis Science and Technology   9 ( 10.1039/C9CY01640F )   2019

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  • Selective adsorption of 1,3-dimethyltrisulfane (DMTS) responsible for aged odour in Japanese sake using supported gold nanoparticles Reviewed

    Haruno Murayama, Yusuke Yamamoto, Misaki Tone, Takayuki Hasegawa, Moemi Kimura, Tamao Ishida, Atsuko Isogai, Tsutomu Fujii, Mitsutaka Okumura, Makoto Tokunaga

    Scientific reports   8 ( 1 )   2018.12

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    Gold (Au) nanoparticles (NPs) supported on SiO2 (Au/SiO2) were prepared by a practical impregnation method and applied as an adsorbent for 1,3-dimethyltrisulfane (DMTS), which is responsible for an unpleasant odour in drinks, especially Japanese sake. Compared with a conventional adsorbent, activated carbon, Au/SiO2 selectively reduced the DMTS concentration in Japanese sake without decreasing the concentrations of other aromatic components. DFT calculations revealed that the selective adsorption of DMTS occurred through the formation of a stable intermediate. The size of the supported Au NPs was controlled by the preparation conditions and determined from TEM observations and XRD measurements, and the size was ranged from 2.4 nm to 30 nm. Au/SiO2 having Au NPs with a diameter of 2.4 nm adsorbed DMTS the most efficiently. Smaller Au NPs showed better DMTS adsorption capabilities because larger amounts of Au atoms were exposed on their surfaces in the size range of this study. Langmuir-type monolayer adsorption and one-to-one binding of Au–S are proposed to occur based on an adsorption isotherm experiment. Even though significant differences of the fruity aroma score were not observed in the sensory evaluation between Au/SiO2 and activated carbon for this less aromatic Japanese sake, Au/SiO2 selectively decreased the DMTS concentration in the instrumental analysis.

    DOI: 10.1038/s41598-018-34217-w

  • Adsorption and thermal reactivity of dimethyl trisulfide on a Au(111) single-crystal surface Reviewed

    Isao Nakamura, Haruno Murayama, Makoto Tokunaga, Mitsutaka Okumura, Tadahiro Fujitani

    Surface Science   677   186 - 192   2018.11

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    We investigated the adsorption and thermal reactivity of dimethyl trisulfide (DMTS, CH3SSSCH3) on a Au(111) single-crystal surface. X-ray photoelectron spectroscopy results indicated that at exposure temperatures of 100–300 K, DMTS dissociatively adsorbed as CH3S and CH3SS. That the dissociative adsorption rate was independent of exposure temperature suggested that DMTS dissociation on Au proceeded without an energy barrier at >100 K. In contrast, the thermal reactions of the adsorbed CH3S and CH3SS varied strongly with formation temperature. Specifically, after CH3S and CH3SS formed on Au(111) at 100 K, increasing the temperature resulted in associative desorption of CH3S as dimethyl disulfide (CH3SSCH3) and coupling reaction of CH3SS to ethane and atomic sulfur. In contrast, after CH3S and CH3SS formed at 150 K, increasing the temperature resulted not only in these two reactions but also in production of dimethyl disulfide and atomic sulfur by reaction between CH3S and CH3SS. At formation temperatures of 200 and 300 K, the only reaction observed was that between CH3S and CH3SS. These results suggest that the surface structure of the adsorbed species formed by DMTS dissociation on Au(111) depended on formation temperature. Specifically, at 100 K, dissociation of DMTS resulted in formation of CH3S and CH3SS islands on the Au(111) surface, whereas the two species were randomly adsorbed at higher formation temperatures.

    DOI: 10.1016/j.susc.2018.07.012

  • Dynamic Kinetic Resolution of N-Protected Amino Acid Esters via Phase-Transfer Catalytic Base Hydrolysis Reviewed

    Eiji Yamamoto, Kodai Wakafuji, Yuho Furutachi, Kaoru Kobayashi, Takashi Kamachi, Makoto Tokunaga

    ACS Catalysis   8 ( 7 )   5708 - 5713   2018.7

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    Asymmetric base hydrolysis of α-chiral esters with synthetic small-molecule catalysts is described. Quaternary ammonium salts derived from quinine were used as chiral phase-transfer catalysts to promote the base hydrolysis of N-protected amino acid hexafluoroisopropyl esters in a CHCl3/NaOH (aq) via dynamic kinetic resolution, providing the corresponding products in moderate to good yields (up to 99%) with up to 96:4 er. Experimental and computational mechanistic studies using DFT calculation and pseudotransition state (pseudo-TS) conformational search afforded a TS model accounting for the origin of the stereoselectivity. The model suggested π-stacking and H-bonding interactions play essential roles in stabilizing the TS structures.

    DOI: 10.1021/acscatal.8b00693

  • Efficient Decarbonylation of Furfural to Furan Catalyzed by Zirconia Supported Palladium Clusters of Low Atomicity Reviewed International journal

    徳永 信, 村山 美乃, 石田 玉青, 金城 浩太, 久米 くるみ

    2016.9

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  • 担持金触媒前駆体の金とニッケルのキャラクタリゼーション Reviewed International journal

    徳永 信, 石田 玉青

    2016.9

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  • Allylic C–H acetoxylation of terminal alkenes over TiO2 supported palladium nanoparticles using molecular oxygen as the oxidant Invited Reviewed International journal

    徳永 信, 村山 美乃, ZHANG ZHENZHONG, 石田 玉青, 橋口 大真

    2016.9

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  • Structure of a gold (III) hydroxide and determination of its solubility Reviewed International journal

    徳永 信, 石田 玉青

    2016.9

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  • Sorption behavior of the Pt(II) complex anion on manganese dioxide (δ-MnO2): A model reaction to elucidate the mechanism by which Pt is concentrated into a marine ferromanganese crust Invited Reviewed International journal

    徳永 信, 石田 玉青

    2016.6

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  • Direct C–H Arene Homocoupling over Gold Nanoparticles Supported on Metal Oxides Reviewed International journal

    徳永 信, 石田 玉青, 濱﨑 昭行, 相川 翔平, 三瀬 嘉之, 明日 亮太

    2015.8

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    Direct C–H/C–H bond coupling of dimethyl phthalate was successfully performed over supported gold nanoparticle catalysts. Gold on reducible metal oxides, such as Co3O4, and on inert oxides having oxygen releasing capacity, such as ZrO2, showed the highest catalytic activity for the production of biphenyl tetracarboxylate using O2 as the sole oxidant. Supported Pd(OH)2 also catalyzed the reaction, but the catalytic activity was much inferior to that of Au. Moreover, Au catalysts exhibited excellent regioselectivity for the synthesis of valuable 3,3’,4,4’-tetrasubstituted biphenyls by coupling with each other at the m-position without the need for additional ligands. Gold catalysts also promoted the oxidative homocoupling of arenes including o-xylene to give symmetrical biaryls with high regioselectivity. X-ray absorption fine structure measurements revealed that the catalytically active species was Au0 and that the lattice oxygen of Co3O4 played an important role in the Au-catalyzed oxidative coupling. The results of the kinetic studies were consistent with an electrophilic aromatic substitution pathway. Regioselectivity is not controlled by directing groups or the electronic character of the substituents, but by steric hindrance, suggesting that gold nanoparticles not only catalyze the oxidative coupling but also act as bulky ligands to control regioselectivity.

  • Theoretical investigation for isomerization of allylic alcohols over Au6 cluster Reviewed International journal

    徳永 信, 石田 玉青, 相本 淳

    2015.7

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  • Aerobic oxidation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts Reviewed

    Zhenzhong Zhang, Taishin Hashiguchi, Tamao Ishida, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Takushi Yokoyama, Makoto Tokunaga

    Organic Chemistry Frontiers   2 ( 6 )   654 - 660   2015.6

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    Transformation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts using molecular oxygen as the sole oxidant is developed. Several metal oxide supported Pd catalysts were used to activate the C-H bond in cyclohexanones to produce cyclohexenones and phenols through oxidation. Although the selectivity of cyclohexenones was difficult to control, phenols were obtained in excellent yield with a broad substrate scope. A novel catalytic system, using ZrO2 supported Pd(OH)2, was proposed for the synthesis of aryl ethers, and the products were obtained in moderate to excellent yields. Orthoesters, such as trimethyl orthoformate (TMOF), triethyl orthoformate (TEOF), and triisopropyl orthoformate (TIPOF), enabled nucleophilic addition and elimination after activation of cyclohexanones over a Pd catalyst to produce the corresponding aryl ethers. TIPOF was also used as the dehydrating reagent to promote the reaction of cyclohexanones with alcohols for the preparation of versatile aryl ethers.

    DOI: 10.1039/c4qo00354c

  • Aerobic oxidation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts Reviewed International journal

    徳永 信, 石田 玉青, 濱﨑 昭行, ZHANG ZHENZHONG, 橋口 大真

    2015.2

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  • Preparation of microporous polymer-encapsulated Pd nanoparticles and their catalytic performance for hydrogenation and oxidation Reviewed International journal

    徳永 信, 濱﨑 昭行, 石田 玉青, 金城 浩太

    2014.9

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  • キラル四級アンモニウム塩を触媒とする不斉塩基加水分解反応の開発 Invited

    山本 英治, 徳永 信

    月刊ファインケミカル 2014年6月号   43 ( 6 )   24 - 30   2014.6

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    Asymmetric Basic Hydrolysis with Chiral Quaternary Ammonium Salts

  • Homogeneous Pd-catalyzed Transformation of Terminal Alkenes to Primary Allylic Alcohols and Derivatives Reviewed International journal

    徳永 信, 石田 玉青, 濱﨑 昭行, 富田 廉, 万谷 航平

    2014.5

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  • Formation of Gold Clusters on La-Ni Mixed Oxides and its Catalytic Performance for Isomerization of Allylic Alcohols to Saturated Aldehydes Reviewed International journal

    徳永 信, 石田 玉青, 濱﨑 昭行, 相本 淳

    2014.3

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  • Supported palladium hydroxide-catalyzed intramolecular double C–H bond functionalization for synthesis of carbazoles and dibenzofurans Reviewed International journal

    徳永 信, 石田 玉青

    Appl. Catal. B Envir   2013.12

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    DOI: 10.1016/j.apcatb.2013.12.051

  • Cooperative Catalysis of Palladium Nanoparticles and Cobalt Oxide Support for Formylation of Aryl Iodides under Syngas Atmosphere Reviewed International journal

    徳永 信, 石田 玉青, 濵﨑 昭行

    Appl. Catal. A Gen.   146 - 152   2013.9

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    DOI: 10.1016/j.apcata.2013.09.043

  • Gold Nanoparticles Assisted Formation of Cobalt Species for Intermolecular Hydroaminomethylation and Intramolecular Cyclocarbonylation of Olefins Reviewed International journal

    徳永 信, 石田 玉青, 濵﨑 昭行, 相川 翔平

    Catal. Sci. Tech.   3000 - 3006   2013.7

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    DOI: 10.1039/C3CY00336A

  • Promotional effect of Au on reduction of Ni(II) to form Au–Ni alloy catalysts for hydrogenolysis of benzylic alcohols Reviewed International journal

    徳永 信, 石田 玉青, 濵﨑 昭行, 山本 裕典

    J. Catal.   254 - 264   2013.7

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    DOI: org/10.1016/j.jcat.2013.07.027.

  • A Key Mechanism of Ethanol Electrooxidation Reaction in a Noble-Metal-Free Metal−Organic Framework Reviewed International journal

    徳永 信

    J. Phys. Chem. C,   10607 - 10614   2013.5

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    DOI: 10.1021/jp403104

  • 酸化物担持金ナノ粒子による新たな触媒機能 Reviewed

    徳永 信, 石田 玉青, 濵﨑 昭行

    有機合成化学協会誌   443 - 451   2013.5

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  • Synthesis of higher alcohols by Fischer-Tropsch synthesis over alkali metal-modified cobalt catalysts Reviewed International journal

    徳永 信, 石田 玉青, 濵﨑 昭行

    145 - 154   2013.3

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    DOI: 0.1016/j.apcata.2013.03.042

  • Hydrolytic Enantioselective Protonation of Cyclic Dienyl Esters and a -diketone with Chiral Phase-transfer Catalysts Reviewed International journal

    Yamamoto, E.;Gokuden, D.; Nagai, A. Kamachi, T.; Yoshizawa, K.; Hamasaki, A.; Ishida, T.;Tokunaga, M.

    Org. Lett.   14   2012.12

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  • 5.18 Addition Reaction Kinetic Resolution

    Makoto Tokunaga, A. Hamasaki

    Comprehensive Chirality   5   421 - 435   2012.9

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    DOI: 10.1016/B978-0-08-095167-6.00520-6

  • Palladium-catalyzed 1,4-Addition of Carboxylic Acids to Butadiene Monoxide Reviewed International journal

    Hamasaki, A.; Maruta, S.; Nakamura, A.; Tokunaga, M.

    Adv. Synth. Catal.   354 ( 11-12 )   2012.8

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  • Metal Oxide-Catalyzed Ammoxidation of Alcohols to Nitriles and Promotion Effect of Gold Nanoparticles for One-Pot Amide Synthesis International journal

    Ishida, T.; Watanabe, H.; Takei, T.; Hamasaki, A.; Tokunaga, M.; Haruta, M.

    Appl. Catal. A Gen., 2012,   425-426   2012.4

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  • X線吸収分光法と197Au Mössbauer分光法を組み合わせた金属酸化物担持金触媒の キャラクタリゼーション: 金合金生成の確認

    川本大祐, 西川裕昭, 大橋弘範, 陰地宏, 本間徹生, 小林康浩, 濱崎昭行, 石田 玉青, 岡上吉広, 徳永信, 横山拓史

    X線分析の進歩, 日本分析化学会X線分析研究懇談会編   43   2012.3

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  • tert-Butylnitrite as a convenient and easy-removable oxidant for the conversion of benzylic alcohols to ketones and aldehydes International journal

    Hamasaki, A.; Kuwada, H.; Tokunaga, M.

    Tetrahedron Lett.   53 ( 811-814 )   2012.3

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  • 酸化ニッケル担持金触媒の状態分析

    西川裕昭, 川本大祐, 大橋弘範, 陰地宏, 本間徹生, 小林康浩, 岡上吉広, 濱崎 昭行, 石田玉青, 横山拓史, 徳永信

    X線分析の進歩, 日本分析化学会X線分析研究懇談会編   43   2012.3

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  • Catalytic Asymmetric Hydrolysis: Asymmetric Hydrolytic Protonation of Enolesters Catalyzed by Phase Transfer Catalysts Reviewed International journal

    Yamamoto, E.; Nagai, A. Hamasaki, A.; Tokunaga, M.

    Chem. Eur. J.   2011.5

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  • Anti-ASF distribution in Fischer-Tropsch Synthesis over Unsupported Cobalt Catalysts in a Batch Slurry Phase Reactor Invited Reviewed International journal

    Liu, X.; Hamasaki, A.; Honma, T.; Tokunaga, M.

    Catal. Today,   2011.5

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  • Cobalt oxide supported gold nanoparticles as a stable and readily-prepared precursor for the in situ generation of cobalt carbonyl like species International journal

    Hamasaki, A.; Muto, A.; Haraguchi, S.; Liu, X.; Sakakibara, T.; Yokoyama, T.; Tokunaga, M.

    Tetrahedron Lett.   52   2011.3

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  • Irreversible Catalytic Ester Hydrolysis of Allyl Esters to Give Acids and Aldehydes by Homogeneous Ruthenium and Ruthenium/Palladium Dual Catalyst Systems Reviewed International journal

    Nakamura, A.; Hamasaki, A.; Goto, S.; Utsunomiya, M.; Tokunaga, M.

    Adv. Synth. Catal.   353   2011.2

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  • Controllable Fischer-Tropsch Synthesis by in situ Produced 1-Olefins Reviewed International journal

    Liu, X., Tokunaga, M.

    ChemCatChem   ( 2 )   2010.11

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  • Highly Atom Efficient Catalytic Reactions Utilizing Water and Alcohols as Reagents Reviewed International journal

    Hamasaki, A.; Yamamoto, A.; Ito, H, Tokunaga, M.

    J. Organomet. Chem   ( 696 )   2010.10

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  • 書評「分子からみた私たち ―やさしい生命化学― 川井正雄著」

    徳永 信

    有機合成化学協会誌   ( 68 )   2010.7

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  • 金属錯体触媒による加水分解、加アルコール分解およびアルコールの付加反応

    徳永 信、濱崎昭行、山本英治、伊藤 寿

    有機合成化学協会誌   ( 68 )   2010.7

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  • A Metal-Organic Framework as An Electrocatalyst for Ethanol Oxidation Reviewed International journal

    ang, L.; Kinoshita, S.; Yamada, T.; Kanda, S.; Kitagawa, H.; Tokunaga, M.; Ishimoto , T.; Ogura, T.; Nagumo, R.; Miyamoto, A.; Koyama, M.

    Angew. Chem. Int Ed.   ( 49 )   2010.7

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  • Enhancement of Reaction Efficiency by Functionalyzed Alcohols on Gold(I) Catalyzed Intermolecular Hydroalkoxylation of Unactivated Olefins Reviewed International journal

    Hirai, T.; Hamasaki, A.; Nakamura, A.; Tokunaga, M.

    Org. Lett.   2009.11

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    2009, 11, 5510-5513.

  • One-Pot Synthesis of Indoles and Aniline Derivatives from Nitroarenes under Hydrogenation Condition with Supported Gold Nanoparticles Reviewed International journal

    Yamane, Y.; Liu, X.; Hamasaki, A.; Ishida, T.; Haruta, M.; Yokoyama, T.; Tokunaga, M.

    Org. Lett.   2009.11

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  • Hydroformylation of Olefins by Au/Co3O4 Catalysts. Reviewed International journal

    Liu, X.; Hu, B.; Fujimoto, K.; Haruta, M.; Tokunaga, M.

    Appl. Catal. B   2009.10

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  • ynthesis and Structural Characterization of a Series of Mono-O-(diphenylphosphinobenzyl)calix[6]arenes with and without tert-Butyl Moieties at the Upper Rim. Reviewed International journal

    Fujihara, T.; Kubouchi, S.; Obora, Y.; Tokunaga, M.; Takenaka, K.; Tsuji, Y.

    Bull. Chem. Soc. Jpn.   2009.9

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  • Kinetic Resolution of P-Chirogenic Compounds by Pd-catalyzed Alcoholysis of Vinyl Ethers Reviewed International journal

    Itoh, H.; Yamamoto, E.; Masaoka, S.; Sakai, K.; Tokunaga, M.

    Adv. Synth. Cat.,   2009.8

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  • Amidocarbonylation of Aldehydes Utilizing Cobalt Oxide Supported-Gold Nanoparticles as a Heterogeneous Catalyst. Reviewed International journal

    Hamasaki, A.; Liu, X.; Tokunaga, M.

    Chem. Lett,   2008.12

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  • Coprecipitated Gold-Tricobalt Tetraoxide Catalyst for Heterogeneous Hydroformylation of Olefins. Reviewed International journal

    Liu, X.; Haruta, M.; Tokunaga, M.

    Chem. Lett,   2008.12

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  • Hydrolytic Deallylation of N-Allyl Amides Catalyzed by Pd-II Complexes Reviewed

    Naoya Ohmura, Asami Nakamura, Akiyuki Hamasaki, Makoto Tokunaga

    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY   ( 30 )   5042 - 5045   2008.10

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    Hydrolytic deallylation of N-allyl amides to give amides and propanal can be achieved with Pd-II catalysts. The optimized catalyst consists of Pd(OCOCF3)(2) and 1,3-bis(diphenylphosphanyl)propane (DPPP). Several kinds of open-chain N-allyl amides and N-allyl lactams undergo hydrolytic deallylation to give the corresponding amides and lactams in good to high yield. A mechanism which includes isomerization to enamides and subsequent hydrolysis is proposed. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

    DOI: 10.1002/ejoc.200800771

  • Hydrolytic deallylation from N-allyl amides catalyzed by Pd(II) complexes. International journal

    Ohmura, N.; Nakamura, A.; Hamasaki, A.; Tokunaga, M.

    Eur. J. Org. Chem.   2008.10

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  • A tribute to Professor Ryoji Noyori on the occasion of his 70(th) birthday Reviewed

    Joe P. Richmond, Martin Banwell, Daniel Bellus, Kilian Muniz, Koichi Narasaka, Yoshio Okamoto, Jun Okuda, Manfred Schlosser, Ichiro Shinkai, Kuniaki Tatsuta, Gerard van Koten, Xiao-Zeng You, Varinder K. Aggarwal, Takuzo Aida, Howard Alper, Chunli Bai, Kankan Bhattacharyya, Hans-Ulrich Blaser, Benoit Pugin, Felix Spindler, John M. Brown, Stephen L. Buchwald, Albert S. C. Chan, Naoto Chatani, Scott E. Denmark, Francois Diederich, Michael P. Doyle, Greg Fu, Akira Fujishima, Stephen Hanessian, Shunichi Hashimoto, Masahiko Hayashi, Tamejiro Hiyama, Peter Hofmann, Zhaomin Hou, Tsuneo Imamoto, Kunisuke Izawa, Eric Jacobsen, Tsutomu Katsuki, Sunggak Kim, Shu Kobayashi, Koichi Komatsu, Hidenori Kumobayashi, E. Peter Kuendig, Eun Lee, Walter Leitner, Steven V. Ley, Bruce Lipshutz, Lu Yixin, Keiji Maruoka, Shun-Ichi Murahashi, Shinji Murai, K. C. Nicolaou, Hisao Nishiyama, Takeshi Ohkuma, Tetsuo Ohta, Koichiro Oshima, Junzo Otera, Andreas Pfaltz, Manfred T. Reetz, Alfredo Ricci, Mitsuo Sawamoto, Michelangelo Scalone, K. Barry Sharpless, Roger Sheldon, Victor Snieckus, Mikiko Sodeoka, Makoto Tokunaga, Kiyoshi Tomioka, Yoshio Umezawa, Yasuhiro Uozumi, Chi-Huey Wong, Henry N. C. Wong, Yoshinori Yamamoto, Daoben Zhu

    ADVANCED SYNTHESIS & CATALYSIS   350 ( 13 )   1925 - 1941   2008.9

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  • Kinetic resolution of phosphoryl and sulfonyl esters of 1,1 '-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers Reviewed

    Takeshi Sakuma, Eiji Yamamoto, Hiroshi Aoyama, Yasushi Obora, Yasushi Tsuji, Makoto Tokunaga

    TETRAHEDRON-ASYMMETRY   19 ( 13 )   1593 - 1599   2008.7

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    Kinetic resolution of phosphoryl and sulfonyl esters of 1,1'-bi-2-naphthol has been achieved via the Pd-catalyzed alcoholysis of their vinyl ethers. The highest k(rel) value reached 36.8 with substrate 3c. and (R)-3c 99.0% ee was obtained in 43% isolated yield. (C) 2008 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetasy.2008.06.034

  • Kinetic resolution of phosphoryl and sulfonyl esters of 1,10-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers. Reviewed International journal

    Sakuma, T.; Yamamoto, E.; Aoyama, H.; Obora, Y.; Tsuji, Y.; Tokunaga, M.

    Tetrahedron: Asymmetry   2008.7

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  • Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids Reviewed

    Aki Nakamura, Makoto Tokunaga

    TETRAHEDRON LETTERS   49 ( 23 )   3729 - 3732   2008.6

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    Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids has been achieved. The catalyst system consists of 2 mol % AuClPPh(3) and 2 mol % AgOAc. Primary alcohols and secondary alcohols were converted into corresponding vinyl ethers in good yield (64-93%); however, tertiary alcohols showed poor reactivities. Carboxylic acids were also transformed into corresponding vinyl esters in good yield (78-96%). (C) 2008 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2008.04.037

  • Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids. Reviewed International journal

    Nakamura A.; Tokunaga, M.

    Tetrahedron Lett.   2008.6

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  • Palladium-catalyzed oxidation of cyclohexanones to conjugated enones using molecular oxygen Reviewed

    Makoto Tokunaga, Saki Harada, Tetsuo Iwasawa, Yasushi Obora, Yasushi Tsuji

    TETRAHEDRON LETTERS   48 ( 39 )   6860 - 6862   2007.9

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    Oxidation of cyclohexanones into conjugated enones with molecular oxygen as oxidant was achieved by palladium catalysts. A catalyst system consists of I mol % Pd(OCOCF3)(2) and 5,5'-dimethyl-2,2'-bipyridine accomplished maximum 84% yield for the oxidation of cyclohexanone and 51-78% yields for 4-SLibstituted-cyclohexanones. (C) 2007 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2007.07.181

  • Palladium-catalyzed oxidation ofcyclohexanone to conjugated onones using molecular oxygen. Reviewed International journal

    Tokunaga, M.; Harada, S.; Iwasawa, T.; Obora, Y.; Tsuji, Y.

    Tetrahedron Lett.   2007.8

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  • A Bowl-Shaped Phosphine as a Ligand in Palladium-Catalyzed Suzuki-Miyaura Coupling of Aryl Chlorides: Effect of a Depth of the Bowl Reviewed International journal

    Ohta, H.; Tokunaga, M.; Obora, Y.; Iwai, T.; Iwasawa, T.; Fujihara,

    Org. Lett.,2007, 9, 89-92   2007.4

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  • Rhodium(I) complexes with N-heterocyclic carbenes bearing a 2,3,4,5-tetraphenyl-phenyl and its higher dendritic frameworks Reviewed International journal

    Sato, H.; Fujihara, T.; Obora, Y.; Tokunaga, M.; Kiyosu, J.; Tsuji Y.

    ChemComm.,   2007.4

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  • Stimulation of indigenous lactobacilli by fermented milk prepared with Probiotic bacterium, Lactobacillus delbrueckii subsp bulgaricus strain 2038, in the pigs Reviewed

    Yuji Ohashi, Makoto Tokunaga, Naoki Taketomo, Kazunari Ushida

    JOURNAL OF NUTRITIONAL SCIENCE AND VITAMINOLOGY   53 ( 1 )   82 - 86   2007.2

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    The aim of this study was to evaluate the effect of feeding yoghurt, prepared with Lactobacillus delbrueckii subsp. bulgaricus strain 2038, on indigenous lactobacilli in the pig cecum. Three female pigs fistulated at the cecum were,fed 2 50 g of this yoghurt that contained over 10(11) colony-forming units of L. delbrueckii subsp. bulgaricus strain 2038 with their daily meal for 2 wk. The relative abundance and the composition of cecal lactobacilli was monitored by analysis of bacterial 16S rDNA with real time PCR and amplified bacterial rDNA restriction analysis using Lactobacillus-group specific primers, respectively, for 2 wk prior to, at the end of 2 wk of and 2 wk after the administration of this yoghurt. The relative abundance of lactobacilli was significantly increased by feeding yoghurt (p < 0.01.), although the bacterial J6S rDNA matching L. delbrueckii subsp. bulgaricus strain 2038 was not detected by amplified bacterial rDNA restriction analysis during this study. The number of operational taxonomic units (OTUs) detected was increased with feeding of the yoghurt in all pigs. At the same time, the estimated cell number of each OTU was increased with feeding of the yoghurt. It is demonstrated that continuous consumption of the probiotic lactobacilli will stimulate the growth of some indigenous lactobacilli and alter the composition of the lactobacilli.

    DOI: 10.3177/jnsv.53.82

  • Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates and their application to kinetic resolution Reviewed International journal

    Tokunaga, M.; Aoyama, H.; Kiyosu, J; Shirogane, Y.; Iwasawa, T.; Obora,

    J. Organomet. Chem.   2007.1

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  • Synthesis of 1,1 '-binaphthyl-2,2 '-diyl phosphoroselenoic amides and their conversion to optically pure phosphoramidites Reviewed

    Toshiaki Murai, Shinsuke Inaji, Ken Morishita, Fumitoshi Shibahara, Makoto Tokunaga, Yasushi Obora, Yasushi Tsuji

    CHEMISTRY LETTERS   35 ( 12 )   1424 - 1425   2006.12

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    Optically pure phosphoroselenoyl chloride was reacted with racemic amines to give phosphoroselenoic amides as two diastereomeric mixtures in high yields. The diastereomeric mixtures were separated by fractional recrystallization or by chromatography. Extrusion of the selenium atom from the separated amides led to diastercomerically pure phosphoramidites. The ability of the obtained amidites to act as optically active ligands was tested in the hydrogenation of an imine.

    DOI: 10.1246/cl.2006.1424

  • Synthesis of 1,1'-Binaphthyl-2,2'-diyl Phosphoroselenoic Amides and Their Conversion to Optically Pure Phosphoramidites Reviewed International journal

    Murai, T.; Inaji, S.; Morishita, K.; Shibahara, F.; Tokunaga, M.; Obora,Y.; Tsuji Y.

    Chem. Lett.,   2006.12

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  • Oxidative cleavage of C–C bond of 2-phenylpropionaldehyde using molecular oxygen. Reviewed International journal

    Tokunaga, M.; Aoyama, H.; Shirogane, Y.; Obora, Y.; Tsuji, Y.

    Catalysis Today, 2006, 117, 138-140   2006.7

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  • Phosphines having a 2,3,4,5-tetraphenylphenyl moiety: effective ligands in palladium-catalyzed transformations of aryl chlorides Reviewed International journal

    Iwasawa, T.; Komano, T.; Tajima, A.; Tokunaga, M.; Obora, Y.; Fujihara, T.; Tsuji Y.

    Organometallic   2006.6

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  • Kinetic Resolution Displaying Zeroth Order Dependence on Substrate Consumption: Copper-catalyzed Asymmetric Alcoholysis of Azlactones Reviewed International journal

    Tokunaga, M.; Kiyosu, J.; Obora, Y.; Tsuji, Y

    J. Am. Chem. Soc   2006.4

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  • Monophosphinocalix[6]arene Ligands—Synthesis, Characterization, Complexation, and Their Use in Catalysis Reviewed International journal

    Obora, Y.; Liu, Y.- K.; Kubouchi, S.; Tokunaga, M.; Tsuji, Y

    Eur. J. Inorg. Chem   2006.4

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  • Nickel–Catalyzed Cross–Coupling Reaction of Niobium(III)–Alkyne Complexes with Aryl Iodides Reviewed International journal

    Obora, Y.; Kimura, M.; Ohtake, T.; Tokunaga, M.; Tsuji, Y

    Organometallics   2006.3

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  • Low-valent Nb(III)-mediated synthesis of 1,1,2-trisubstituted-1H-indenes from aliphatic ketones and aryl-substituted alkynes Reviewed International journal

    Obora, Y.; Kimura, M.; Tokunaga, M.; Tsuji, Y

    ChemComm   2005.1

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  • Transition–metal Complexes with Nano–sized Phosphine and Pyridine Ligands–Catalysis, Fluxional Behavior and Molecular Recognition Reviewed International journal

    Obora, Y.; Tokunaga, M.; Tsuji, Y

    Catalysis Survey from Asia   2005.1

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  • Copper-catalyzed oxidative cleavage of carbon-carbon double bond of enol ethers with molecular oxygen Reviewed International journal

    Tokunaga, M.; Shirogane, Y.; Aoyama, H.; Obora, Y.; Tsuji, Y

    J. Organomet. Chem   2005.1

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  • A Bowl-Shaped Phosphine as a Ligand in the Rhodium-Catalyzed Hydrosilylation — Rate Enhancement by a Mono-phosphine Rhodium Species Reviewed International journal

    Niyomura, O.; Iwasawa, T.; Sawada, N.; Tokunaga, M.; Obora, Y.; Tsuji, Y

    Organometallics   2005.1

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  • Kinetic Resolution of Axially Chiral 2,2’-Dihydroxy-1,1’-biaryls by Palladium Catalyzed Alcoholysis Reviewed International journal

    Aoyama, H.; Tokunaga, M.; Kiyosu, J.; Iwasawa, T.; Obora, Y.; Tsuji, Y

    J. Am. Chem. Soc   2005.1

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  • Dendrimer N-Heterocyclic Carbene Complexes with Rhodium(I) at the Core Reviewed International journal

    Fujihara, T.; Obora, Y.; Tokunaga, M.; Sato, H.; Tsuji, Y

    ChemComm.   2005.1

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  • 水やアミンを反応剤に用いる位置および立体選択的反応 Reviewed

    徳永 信

    有機合成化学協会誌   2005.1

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  • MALDI TOF Mass Study on Oligomerization of Pd(OAc)2(L)2 (L=Pyridine Derivatives):Relevance to Pd Black Formation in Pd-catalyzed Air Oxidation of Alcohols Reviewed International journal

    Komano, T.; Iwasawa, T.; Tokunaga, M.; Obora, Y.; Tsuji, Y

    Org. Lett   2005.1

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  • Iridium(I) and Rhodium(I) Cationic Complexes with Triphosphinocalix[6]arene Ligands: Dynamic Motion with Size-Selective Molecular Encapsulation Reviewed International journal

    Obora, Y.; Liu, Y.- K.; Jiang, L.-H.; Takenaka, K.; Tokunaga, M.; Tsuji, Y

    Organometallics   2005.1

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  • Homogeneous Palladium Catalyst Suppressing Pd Black Formation in Air Oxidation of Alcohols Reviewed International journal

    Iwasawa, T.; Tokunaga, M.; Obora, Y.; Tsuji, Y

    J. Am. Chem. Soc   2004.1

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  • Hydrolysis of Alkenyl Esters and Ethers Catalyzed by Metal Complexes International journal

    Aoyama, H.; Tokunaga, M.; Hiraiwa S.; Shirogane, Y.; Obora, Y.; Tsuji, Y

    Org. Lett   2004.1

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  • Rate Enhancement with a Bowl-Shaped Phosphane in the Rhodium-Catalyzed Hydrosilylation of Ketones Reviewed International journal

    Niyomura, O.; Tokunaga, M.; Obora, Y.; Iwasawa, T.; Tsuji, Y

    Angew. Chem., Int. Ed   2003.1

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  • Cross-coupling Reaction of Thermally Stable Titanium(II)-alkyne Complexes with Aryl Halides Catalysed by a Nickel Complex Reviewed International journal

    Obora, Y.; Moriya, H.; Tokunaga, M.; Tsuji, Y

    ChemComm.   2003.1

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  • New Reactions of 1-Alkynes Catalyzed by Transition Metal Complexes Reviewed International journal

    Wakatsuki, Y.; Hou, Z.; Tokunaga, M.

    The Chemical Record   2003.1

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  • Platinum Complex Catalyzed Reaction of Tributyltin Cyanide with alkynes Reviewed International journal

    Obora, Y.; Baleta, A. S.; Tokunaga, M.; Tsuji, Y

    J. Organomet. Chem.   2002.1

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  • Palladium Complex Catalyzed Acylation of Allylic Esters with Acylstannanes: Complementary Method to the Acylation with Acylsilanes Reviewed International journal

    Obora, Y.; Nakanishi, M.; Tokunaga, M.; Tsuji, Y

    J. Org. Chem   2002.1

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  • 超分子錯体触媒:最近の展開 Reviewed

    辻 康之、徳永 信、大洞康嗣

    有機合成化学協会誌   2002.1

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  • Efficient Transformation of Propargylic Alcohols to ,-Unsaturated Aldehydes Catalyzed by Ruthenium/water under Neutral Conditions. Reviewed International journal

    Suzuki, T.; Tokunaga, M.; Wakatsuki, Y.

    Tetrahedron Lett.,   2002.1

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  • Highly Selective Hydrolytic Kinetic Resolution of Terminal Epoxides Catalyzed by Chiral (salen)Cobalt(III)-Complexes. Practical Synthesis of Enantioenriched Terminal Epoxides and 1,2-Diols. Reviewed International journal

    Schaus, S. E.; Brandes, B. D.; Larrow, J. F.; Tokunaga, M.; Hansen, K. B.; Gould, A. E.; Furrow, M. E.; Jacobsen,

    E. N. J. Am. Chem. Soc   2002.1

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  • Ruthenium Catalyzed Hydration of 1-Alkynes to Give Aldehydes: The insight into the anti-Markovnikov Regiochemistry. Reviewed International journal

    Tokunaga, M.; Suzuki, T.; Koga, N.; Fukushima, T.; Horiuchi, A.; Wakatsuki, Y.

    J. Am. Chem. Soc.   2001.1

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  • 単純な反応剤による実用反応の可能性 Reviewed

    Tokunaga, M

    有機合成化学協会誌   2001.1

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  • A Practical One-pot Synthesis of 2,3-Disubstituted Indoles from Unactivated Anilines Reviewed International journal

    Tokunaga, M.; Ota, M.; Haga, M.; Wakatsuki, Y.

    Tetrahedron Lett.,   2001.1

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  • Ruthenium Complex-Catalyzed anti-Markovnikov Hydration of Terminal Alkynes. Reviewed International journal

    Suzuki, T.; Tokunaga, M.; Wakatsuki, Y

    Org. Lett.,   2001.1

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  • ルテニウム触媒によるアルキンへの付加反応 Reviewed

    Tokunaga, M.; Wakatsuki, Y.

    有機合成化学協会誌   2000.1

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  • Enantioselective Catalytic Ring Opening of Epoxide with Carboxylic Acids. Reviewed International journal

    Jacobsen, E. N.; Kakiuchi, F.; Konsler, R. G.; Larrow, J. F.; Tokunaga, M.

    Tetrahedron Lett., 1997, 38, 773-776.   1997.1

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  • Asymmetric synthesis of α-amino β-hydroxy phosphonic acids via BINAP-ruthenium catalyzed hydrogenation Reviewed

    Masato Kitamura, Makoto Tokunaga, Trang Pham, William D. Lubell, Ryoji Noyori

    Tetrahedron Letters   36 ( 32 )   5769 - 5772   1995.8

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    BINAP-Ru catalyzed hydrogenation of configurationally labile α-amido β-keto phosphonic esters gives the (R,R)- or (S,S)-α-amido β-hydroxy phosphonic esters in a highly enantio- and diastereoselective manner.

    DOI: 10.1016/00404-0399(50)11355-

  • Stereoselective Organic Synthesis via Dynamic Kinetic Resolution. Reviewed International journal

    Noyori, R.; Tokunaga, M.; Kitamura, M.

    Bull. Chem. Soc. Jpn., 1995, 68, 36-55.   1995.1

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  • Asymmetric Hydrogenation of -Keto Phosphonates: A Practical Way to Fosfomycin. Reviewed International journal

    Kitamura, M.; Tokunaga, M.; Noyori, R.

    J. Am. Chem. Soc., 1995, 117, 2931-2932.   1995.1

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  • Asymmetric Synthesis of -Amino -Hydroxy Phosphonic Acids via BINAP-Ruthenium Catalyzed Hydrogenation. Reviewed International journal

    Kitamura, M.; Tokunaga, M.; Pham, T.; Lubell, W. D.; Noyori, R.

    Tetrahedron Lett., 1995, 36, 5769-5772.   1995.1

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  • 金属錯体触媒による二酸化炭素の水素化反応 Reviewed

    Ikariya, T.; Jessop, P. G.; Tokunaga, M.; Noyori, R.

    有機合成化学協会誌, 1994, 52, 1032-1043.   1994.1

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  • Controlling Stereochemistry in C-C and C-H Bond Formation with Electronically Asymmetric Organometallics and Chiral Poisons. Reviewed International journal

    Faller, J. W.; Mazzieri, M. R.; Nguyen, J. T.; Parr , J.; Tokunaga, M.

    Pure Appl. Chem., 1994, 66, 1463-1469.   1994.1

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  • Asymmetric Hydrogenation of Allylic Alcohols Using BINAP-Ruthenium Complexes: (S)-Citronellol. Reviewed International journal

    Takaya, H.; Ohta, T.; Inoue, S.; Tokunaga, M.; Kitamura, M.; Noyori, R.

    Org. Syntheses, 1993, 72, 74-85. (Published in Collective Volume 9 p. 169)   1993.1

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  • Chiral Poisoning in the Kinetic Resolution of Allylic Alcohols. Reviewed International journal

    Faller, J. W.; Tokunaga, M.

    Tetrahedron Lett., 1993, 34, 7359-7362.   1993.1

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  • Mathematical Treatment of Kinetic Resolution of Chirally Labile Substrates. Reviewed International journal

    Kitamura, M.; Tokunaga, M.; Noyori, R.

    Tetrahedron, 1993, 49, 1853-1866.   1993.1

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  • Asymmetric Hydrogenation of 3-Oxo Carboxylates Using BINAP-Ruthenium Complexes: (R)-Methyl 3-Hydroxybutanoate. Reviewed International journal

    Kitamura, M.; Tokunaga, M.; Ohkuma, T.; Noyori, R.

    Org. Syntheses, 1992, 71, 1-13. (Published in Collective Volume 9 p. 589)   1992.1

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  • Practical Synthesis of BINAP-Ruthenium(II) Dicarboxylate Complexes. International journal

    Kitamura, M.; Tokunaga, M.; Noyori, R.

    J. Org. Chem., 1992, 57, 4053-4054.   1992.1

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  • Convenient Preparation of BINAP-Ruthenium(II) Complexes Catalyzing Asymmetric Hydrogenation of Functionalized Ketones. Reviewed International journal

    Kitamura, M.; Tokunaga, M.; Ohkuma, T.; Noyori, R.

    Tetrahedron Lett., 1991, 32, 4163-4166.   1991.1

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  • Dynamic Kinetic Resolution in BINAP-Ruthenium(II) Catalyzed Hydrogenation of 2-Substituted 3-Oxo Carboxylic Esters. Reviewed International journal

    Kitamura, M.; Ohkuma, T.; Tokunaga, M.; Noyori, R.

    Tetrahedron: Asymmetry, 1990, 1, 1-4.   1990.1

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  • Quantitative Expression of Dynamic Kinetic Resolution of Chirally Labile Enantiomers: Stereoselective Hydrogenation of 2-Substituted 3-Oxo Carboxylic Esters Catalyzed by BINAP-Ruthenium(II) Complexes. Reviewed International journal

    Kitamura, M.; Tokunaga, M.; Noyori, R.

    J. Am. Chem. Soc., 1993, 115, 144-152.   1900

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Books

  • 化学便覧 応用化学編 第7版

    徳永 信(Role:Joint author)

    丸善出版  2014.1 

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    Responsible for pages:II基盤的化学技術 6 触 媒・吸着技術 「6-2-2錯体触媒調製」、「6-3-2重合・不斉」、「6-6-3有機金 属、配位子、有機触媒」   Language:Japanese   Book type:General book, introductory book for general audience

  • 基幹教育シリーズ 化学 有機物質化学

    徳永 信, 石田 玉青(Role:Joint author)

    学術図書出版社  2013.9 

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    Language:Japanese   Book type:General book, introductory book for general audience

  • 超効率触媒

    徳永 信(Role:Joint author)

    日本化学会  30年後の化学の夢ロードマップ  2012.3 

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    Responsible for pages:p15   Language:Japanese   Book type:Scholarly book

  • Addition Reaction/Kinetic Resolution

    Tokunaga, M.; Hamasaki, A.(Role:Joint author)

    Elsevier  2012.1 

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    Responsible for pages:In: Carreira E.M. and Yamamoto H. (eds.) Comprehensive Chirality, Volume 5 (Asymmetric Oxidation Reduction, C-N), pp. 421-435. (2012)   Language:English   Book type:General book, introductory book for general audience

  • Comprehensive Chirality, Chapter 6.20, Addition Reaction/Kinetic Resolution

    Tokunaga, M.; Hamasaki, A.(Role:Joint author)

    Elsevier  2011.5 

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    Language:English   Book type:Scholarly book

  • デンドリティック高分子 多分岐構造が拡げる高機能化の世界 (株)エヌ・ティー・エス

    辻 康之、大洞康嗣、徳永 信(Role:Joint author)

    (株)エヌ・ティー・エス  2005.10 

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    Language:Japanese   Book type:Scholarly book

▼display all

Presentations

  • 錯体触媒によるビニルおよびアリル化合物の加水分解、加アルコール分解 Invited

    徳永 信

    有機合成化学講演会-合成有機化学のフロンティア  2007.5 

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    Venue:福岡   Country:Japan  

  • Stereocontrol in alcoholysis reactions of organic molecules by nano-sized asymmetric spaces. International conference

    M. Tokunaga, H. Aoyama, E. Yamamoto, J. Kiyosu, Y. Obora, Y. Tsuji

    第二回配位空間の化学国際会議(ISCCS2006)  2006.12 

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    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Kinetic Resolution Displaying Zeroth Order Dependence on Substrate Consumption:Copper-Catalyzed AsymmetricAlcoholysis of Azlactones. International conference

    M. Tokunaga, J. Kiyosu, Y. Obora, Y. Tsuji

    第六回蓼科有機化学国際会議  2006.11 

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    Presentation type:Oral presentation (general)  

    Venue:長野   Country:Japan  

  • 酒類に含まれる硫黄化合物の担持金ナノ粒子による吸着速度と相互作用の影響

    和嶋瑠花、福重智基、平岡杏央、村山美乃、吉澤明菜、山本英治、磯谷敦子、◯徳永信

    日本化学会九州支部フォーラム2024  2024.12  日本化学会九州支部

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    Event date: 2024.12

    Presentation type:Poster presentation  

    Venue:宮崎   Country:Japan  

  • 担持パラジウム触媒によるアルケン類の分岐型選択的ヒドロアルコキシカルボニル化反応

    〇迫水裕斗、白倉那桜、西澤尚平、奥野好成、春口一騎、吉澤明菜、山本英治、村山美乃、本間徹生、徳永信

    日本化学会九州支部フォーラム2024  2024.12  日本化学会九州支部

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    Event date: 2024.12

    Presentation type:Poster presentation  

    Venue:宮崎   Country:Japan  

  • 「有機化学+固体触媒+他分野で何ができるか:不斉反応から酒類の香りの制御まで」 Invited

    徳永信

    愛媛大学 応用化学特別講義III 講演会  2024.12  愛媛大学

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    Event date: 2024.12

    Language:Japanese  

    Venue:愛媛  

  • 担持Pt-Bi 触媒を用いたアルコール類の空気酸化

    #春口 一騎・#山本 向洋・河合 靖貴・@山本 英治・村山 美乃・@吉澤 明菜・@徳永 信

    日本化学会第104春季年会  2024.3 

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    Event date: 2024.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 二官能性アミノ-チオウレア触媒を用いたアズラクトン類のヒドラジンによる不斉開環反応とそれに伴う優先富化現象

    #向野 友稀 ・ 河合 靖貴 ・#市川 聖人 ・ @山本 英治 ・@吉澤 明菜 ・@徳永 信

    日本化学会第104春季年会  2024.3 

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    Event date: 2024.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 硫黄化学の新しいトピックスー 吸着および分解脱硫、硫化水素の代わりに水素を用いるスルファン類の合成 Invited

    @徳永信

    東京都立大学 環境分子化学特論II 応化コロキウム  2023.9 

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    Event date: 2023.9

    Language:Japanese   Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:東京   Country:Japan  

  • 固体コバルト触媒を用いた、水素、硫黄、アルケンを原料とするポリスルファン合成

    @山本英治・#髙城悠太・河合靖貴・@村山美乃・松枝宏尚・坂田浩・大槻周次郎・@徳永信

    第132回触媒討論会  2023.9 

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    Event date: 2023.9

    Language:Japanese  

    Venue:札幌   Country:Japan  

  • ジルコニア担持パラジウム触媒によるアルケン類のアルコキシカルボニル化反応

    白倉那桜・#春口一騎・@村山美乃・@山本英治・@吉澤明菜・#迫水裕斗・本間徹生・@徳永信

    第132回触媒討論会  2023.9 

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    Event date: 2023.9

    Language:Japanese  

    Venue:札幌   Country:Japan  

  • マンガン修飾チタニア担持金ナノ粒子触媒によるメタクロレインの液相選択酸化反応

    #沈思婷, 邱逸飛, @山本英治, @村山美乃, 加藤裕樹, 二宮航, @徳永信

    第60回化学関連支部九州地区合同大会  2023.7 

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    Event date: 2023.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • キラル酸-塩基触媒を用いたアズラクトン類のヒドラジンによる不斉開環反応とそれに伴う優先富化現象

    #向野友稀, #市川聖人, 河合靖貴, @山本英治,@ 徳永信

    第60回化学関連支部九州地区合同大会  2023.7 

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    Event date: 2023.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 水素ガスを使用したアセタールの選択的還元反応の開発

    #市川聖人, @山本英治, @村山美乃, @徳永信

    第60回化学関連支部九州地区合同大会  2023.7 

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    Event date: 2023.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • リチウムイオン電池電解液の充電正極による酸化分解反応の解析

    @村山 美乃、邱 逸飛、藤友千咲希、@山本 英治、@徳永 信

    第33 回万有福岡シンポジウム  2023.6 

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    Event date: 2023.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • リチウムイオン電池電解液の充電正極による酸化分解反応の解析

    @村山 美乃、邱 逸飛、藤友千咲希、@山本 英治、@徳永 信

    第33 回万有福岡シンポジウム  2023.6 

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    Event date: 2023.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Titanium oxide catalyzed photo-oxidation of dibenzothiophene for desulfurization of liquid fuel International conference

    #Takahiro Yamauchi, Taka-Aki Shinozaki, Yohan Ko, @Haruno Murayama,@ Eiji Yamamoto, @Makoto Tokunaga

    19th Korea-Japan Symposium on Catalysis  2023.5 

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    Event date: 2023.5 - 2023.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:Seoul   Country:Korea, Republic of  

  • Supported Au Nanoparticles-Catalyzed Isomerization of Allylic Esters with a Flow Reactor International conference

    #Kazuto Satou, Qi-An Huang,@ Haruno Murayama,@ Eiji Yamamoto, Yousuke Suzuki, @Makoto Tokunaga

    19th Korea-Japan Symposium on Catalysis  2023.5 

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    Event date: 2023.5

    Language:Japanese  

    Venue:Seoul   Country:Korea, Republic of  

  • Supported Au Nanoparticles-Catalyzed Isomerization of Allylic Esters with a Flow Reactor International conference

    #Kazuto Satou, Qi-An Huang, @Haruno Murayama, @Eiji Yamamoto, Yousuke Suzuki, @Makoto Tokunaga

    19th Korea-Japan Symposium on Catalysis  2023.5 

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    Event date: 2023.5

    Language:Japanese  

    Venue:Seoul   Country:Korea, Republic of  

  • Titanium oxide catalyzed photo-oxidation of dibenzothiophene for desulfurization of liquid fuel International conference

    #Takahiro Yamauchi, Taka-Aki Shinozaki, Yohan Ko, @Haruno Murayama, @Eiji Yamamoto,@ Makoto Tokunaga

    19th Korea-Japan Symposium on Catalysis  2023.5 

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    Event date: 2023.5

    Language:Japanese  

    Venue:Seoul   Country:Korea, Republic of  

  • 固体コバルト触媒を用いた、水素、硫黄、アルケンを原料とするジアルキルポリスルファン類の新合成法

    @山本 英治、#髙城 悠太、河合 靖貴、@村山 美乃、松枝 宏尚、坂田 浩、大槻 周次郎、@徳永 信

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持酸化タングステン触媒を用いたジベンゾチオフェンの可視光酸化と光脱硫

    #山内 崇弘、#篠﨑 貴旭、@村山 美乃、@山本 英治、@徳永 信

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • シリカ担持貴金属ナノ粒子上への硫黄化合物の選択的吸着

    #松川 一聖、@徳永 信、@村山 美乃、@山本 英治、#篠崎 貴旭、高 ヨハン1

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • XAFSによるフロー合成コアシェル型ナノ粒子触媒の解析

    #橋口 雄太、中村 功、本間 徹生、松下 敏之、@村山 美乃、@徳永 信、藤谷 忠博

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 固体コバルト触媒を用いた水素、硫黄、アルケンを原料とするチオール類の新合成法開発

    #許 柯、@山本 英治、@村山 美乃、松枝 宏尚、坂田 浩、@徳永 信

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 金属酸化物担持金ナノ粒子触媒によるアリルエステル異性化の連続フロー反応

    #佐藤 一斗、#黄 啓安、@村山 美乃、@山本 英治、鈴木 葉裕、@徳永 信

    日本化学会第103春季年会  2023.3 

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    Event date: 2023.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 脱硫の化学の最前線-金ナノ粒子による日本酒や焼酎の香りの制御と紫外線による燃料からの硫黄単体脱硫 Invited

    @徳永 信

    2022年度福岡県理科・化学教育懇談会 講演会  2023.2 

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    Event date: 2023.2

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • 担持金ナノ粒子による酒類からの吸着脱硫

    @村山美乃、#福重智基、#深江友博、#松川 一聖、磯谷敦子、@徳永信

    第38回有機合成化学セミナー  2022.9 

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    Event date: 2022.9

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • ジルコニア担持金ナノ粒子触媒を用いたアリルエステルの異性化反応

    #佐藤一斗 、#黄啓安 、@村山美乃 、@山本英治 、 石田玉青 、 鈴木葉裕 、 @徳永信

    第38回有機合成化学セミナー  2022.9 

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    Event date: 2022.9

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持金ナノ粒子を用いた酒類などの飲料の香りの制御

    @徳永 信、@村山美乃、#福重智基、#深江友博

    バイオテックグランプリ  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • 担持金ナノ粒子による吸着脱硫の醸造酒および蒸留酒への応用 Invited

    @徳永 信

    第130回触媒討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:富山   Country:Japan  

  • Ptシェル厚を高度に制御した Pd@Ptコアシェル触媒のフロー合成法の開発

    #橋口雄太 、中村 功 、本間徹生 、松下 敏之 、@村山 美乃、@徳永 信 、藤谷 忠博 3

    第130回触媒討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:富山   Country:Japan  

  • Pd@Ptモデル表面の酸素還元反応に及ぼす Ptシェル厚の影響

    中村 功 、#橋口 雄太 、松下 敏之 、@村山 美乃 、@徳永 信 、崔 隆基 、藤谷 忠博

    第130回触媒討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:富山   Country:Japan  

  • アリルエステルの異性化反応におけるジルコニア担持金ナノ粒子触媒の活性検討

    #黄 啓安 、佐藤 一斗 、@村山 美乃 、@山本 英治 、石田 玉青 、鈴木 葉裕 、@徳永 信

    第130回触媒討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:富山   Country:Japan  

  • Au/NiO触媒上でのアリルアルコール異性化反応に関する理論的研究

    藤丸 航志、山中 秀介、川上 貴資、@徳永 信、奥村 光隆1

    第130回触媒討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese  

    Venue:富山   Country:Japan  

  • メタクロレインの液相選択酸化反応におけるチタニア担持金触媒へのマンガン添加効果

    #邱逸飛 、@山本 英治 、@村山 美乃 、加藤 裕樹 、二宮 航 、@徳永 信

    第130回触媒討論会  2022.9 

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    Event date: 2022.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:富山   Country:Japan  

  • 固体触媒を用いたジアルキルポリスルファン類の硫化水素フリーな新規合成法

    #髙城 悠太・河合 靖貴・高倉 慶・木村 萌水・松枝 宏尚・坂田 浩・大槻 周次郎・@山本 英治・@村山 美乃・@徳永 信

    第12回CSJ化学フェスタ2022  2022.9 

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    Event date: 2022.9

    Language:Japanese  

    Venue:東京   Country:Japan  

  • ジルコニア担持パラジウム触媒を用いたカルボニル化によるエステルの合成

    #白倉那桜, シムジュヨン,@ 山本英治, @村山美乃, 本間徹生, @徳永信

    XAFS夏の学校2022  2022.9 

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    Event date: 2022.9

    Language:Japanese  

    Venue:茨城   Country:Japan  

  • 燃料中に含まれるジベンゾチオフェン誘導体の紫外線を用いた効率的な脱硫法の開発

    #篠﨑 貴旭,@末永 正彦,高 ヨハン,@山本 英治,@村山 美乃,@徳永 信

    第32回福岡万有シンポジウム  2022.6 

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    Event date: 2022.8 - 2022.6

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 実用的なアリルエステル異性化反応における担持Pt触媒の再利用性と構造解析 

    #黄啓安,@村山美乃,@山本英治,本間徹生,@徳永信

    第25回XAFS討論会  2022.8 

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    Event date: 2022.8

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:佐賀   Country:Japan  

  • Development of an efficient desulfurization method for aromatic organic sulfur compounds in fuel using ultraviolet light

    #Taka-Aki Shinozaki, @Masahiko Suenaga, Yohan Ko, @Eiji Yamamoto,@ Haruno Murayama,@ Makoto Tokunaga

    12th International Conference on Environmental Catalysis (ICEC2022)  2022.8 

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    Event date: 2022.7 - 2022.8

    Language:Japanese  

    Venue:オンライン   Country:Japan  

  • Na-salt-modified Au nanoparticles supported on metal oxides as catalysts for intramolecular cyclization of alkynoic acid International conference

    #Qi-An HUANG, Takaaki IKEDA, Seiya KAWAI, @Eiji YAMAMOTO, @Haruno MURAYAMA, Tamao ISHIDA, Tetsuo HONMA, @Makoto TOKUNAGA

    The 9th Tokyo Conference on Advanced Catalytic Science and Technology (TOCAT9)  2022.7 

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    Event date: 2022.7

    Language:Japanese  

    Venue:Fukuoka   Country:Japan  

  • 担持金ナノ粒子による本格焼酎に含まれる硫黄化合物の吸着特性

    #福重智基, @村山美乃, 磯谷敦子, @山本英治, @徳永信

    第59回化学関連支部合同九州大会  2022.7 

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    Event date: 2022.7

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 担持金ナノ粒子前駆体としての金-アミノ酸錯体合成条件の検討

    #深江友博, @村山美乃, @山本英治, @徳永信

    第59回化学関連支部合同九州大会  2022.7 

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    Event date: 2022.7

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 硫黄化合物の合成、分解、吸着と担持ナノ粒子の化学 Invited

    @徳永信

    触媒有機化学セミナー ~反応と材料の融合~  2022.6 

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    Event date: 2022.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • ジルコニア担持パラジウムが触媒する位置選択的アルコキシカルボニル化反応

    #白倉 那桜、@Joo Young Shim、@春口 一騎、森 陽暉、@山本 英治、@村山 美乃、本間 徹生、@徳永 信

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • チタニア担持銀ナノ粒子を用いたジベンゾチオフェンの可視光酸化

    #山内 崇弘、#篠﨑 貴旭、高 ヨハン、@村山 美乃、@山本 英治、@徳永 信

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 担持0価金ナノ粒子触媒によるアルキニルカルボン酸の分子内環化反応におけるナトリウム塩添加効果

    @山本 英治、#黄 啓安、池田 孝明、川相 誓也、#春口 一騎、@村山 美乃、石田 玉青、本間 徹生、@徳永 信

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 相間移動触媒によるアズラクトン類の不斉加アルコール分解反応

    #岩佐 颯起、#若藤 空大、#大内田 希奈、@山本 英治、蒲池 高志、@徳永 信

    日本化学会第102春季年会  2022.3 

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    Event date: 2022.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 担持金ナノ粒子による酒類の香りの制御

    @徳永 信、@村山美乃、磯谷敦子

    超異分野学会 東京大会2022  2022.3 

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    Event date: 2022.3

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 担持パラジウム触媒を用いたアルコキシカルボニル化におけるホスフィン配位子の添加効果 (p-11)

    #白倉 那桜, @シム ジュヨン, 森 陽暉,@ 山本 英治,@ 村山 美乃, 本間 徹生, @徳永 信

    第31回キャラクタリゼーション講習会「触媒および表面の解析に役立つキャラクタリゼーションの基礎と実際」  2022.1 

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    Event date: 2022.1

    Language:Japanese  

    Venue:熊本   Country:Japan  

  • Au/NiO 触媒上でのアリルアルコールの異性化反応に関する理論的研究

    藤丸 航志、奥村 光隆、@徳永 信

    第128回触媒討論会  2021.9 

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    Event date: 2021.9

    Language:Japanese  

    Venue:オンライン   Country:Japan  

  • 金属酸化物担持白金―ビスマス合金を触媒とした イソプレングリコールの空気酸化反応

    #河合 靖貴1、隅川 佳星1、#川田 真衣1、@山本 英治1、@村山 美乃1、@徳永 信1

    第128回触媒討論会  2021.9 

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    Event date: 2021.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 含浸法による活性炭担持金ナノ粒子の調製と硫黄化合物の選択的吸着

    @村山 美乃、高木 真由、本間 徹生、小林 康浩、磯谷 敦子、飯塚 幸子、@山本 英治、@徳永 信

    第128回触媒討論会  2021.9 

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    Event date: 2021.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • ナトリウム修飾した担持金ナノ粒子触媒によるアルキニルカルボン酸の分子内環化反応

    #黄 啓安、川相 誓也、池田 孝明、@山本 英治、@村山 美乃、石田 玉青、@徳永 信

    第128回触媒討論会  2021.9 

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    Event date: 2021.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 銀ナノクラスターを用いた DMTS吸着分解の理論的研究

    野内 知代、其浦 文香、山中 秀介、川上 貴資、@村山 美乃、@徳永 信、奥村 光隆

    第128回触媒討論会  2021.9 

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    Event date: 2021.9

    Language:Japanese  

    Venue:オンライン   Country:Japan  

  • チタニア担持鉛触媒による分子状酸素を酸化剤としたcis-シクロオクテンのエポキシ化

    #大内田希奈、@山本英治、木下義輝、隅川佳星、@村山美乃、本間徹生、@徳永信

    第33回若手研究者のためのセミナー  2021.8 

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    Event date: 2021.8

    Language:Japanese  

    Venue:WEB   Country:Japan  

  • 不斉相間移動触媒を用いたアズラクトン類の動的速度論分割型加アルコール分解

    #大内田希奈, #若藤空大, #岩佐颯起, チョヘミン, #土肥弘嗣, @山本英治, 蒲池高志, @徳永信

    第58回化学関連支部合同九州大会  2021.7 

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    Event date: 2021.7

    Language:Japanese  

    Venue:WEB   Country:Japan  

  • ジルコニア担持・チタニア担持白金ービスマス合金を触媒としたイソプレングリコールの空気酸化反応

    #河合靖貴, 隅川佳星, #川田真衣,@ 山本英治, @村山美乃, @徳永信

    第58回化学関連支部合同九州大会  2021.7 

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    Event date: 2021.7

    Language:Japanese  

    Venue:WEB   Country:Japan  

  • パラジウム触媒によるアルケン類のアルコキシカルボニル化反応

    #白倉那桜, @シムジュヨン, @山本英治, @村山美乃, @徳永信

    第58回化学関連支部合同九州大会  2021.7 

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    Event date: 2021.7

    Language:Japanese  

    Venue:WEB   Country:Japan  

  • 金ナノ粒子蒸着基板を用いた難脱硫性硫黄化合物の光分解

    #山内崇弘, @村山美乃, #篠崎貴旭, @山本英治, @徳永信

    第58回化学関連支部合同九州大会  2021.7 

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    Event date: 2021.7

    Language:Japanese  

    Venue:WEB   Country:Japan  

  • リチウムイオン電池正極における有機電解液の反応解析

    #川相誓也,@村山美乃,日浅巧,三田洋樹,本橋一成,@山本英治,@徳永信

    電気化学会第88回大会  2021.3 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • 銀ナノクラスターを用いたDMTS吸着分解の理論的研究

    ○野内知代・其浦文香・三嶋夕稀・山中秀介・川上貴資・@村山美乃・@徳永信・奥村光隆

    第127回触媒討論会  2021.3 

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    Event date: 2021.3

    Language:Japanese  

    Country:Japan  

  • 担持金ナノ粒子による日本酒および焼酎の香りの制御

    @ 村山美乃、@徳永 信、磯谷敦子

    第10回 超異分野学会  2021.3 

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    Event date: 2021.3

    Language:Japanese  

    Country:Japan  

  • シリカ担持金ナノ粒子を用いた焼酎に含まれる硫黄化合物の吸着

    #八木 政俊・@村山 美乃・#高木 真由・磯谷 敦子・@山本 英治・飯塚 幸子・@徳永 信

    第10回CSJ化学フェスタ  2020.10 

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    Event date: 2020.10

    Language:Japanese  

    Venue:オンライン   Country:Japan  

  • 担持ルテニウム触媒による流通式オレフィン 不斉水素化反応

    #宮田 透子・村上 亜紀子・#@村山 美乃・@山本 英治・@徳永 信

    第10回CSJ化学フェスタ  2020.10 

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    Event date: 2020.10

    Language:Japanese  

    Venue:オンライン   Country:Japan  

  • パラジウムクラスターによる末端アルケンのアセトキシ化反応おけ分子酸素の役割ついての理論的研究

    三橋龍馬・林亮秀・安渡佳典・川上貴資・山中秀介・@徳永信・奥村光隆

    第126回触媒討論会  2020.10 

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    Event date: 2020.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 含浸法による担持金ナノ粒子調製における金―アミノ酸錯体分解過程の解析

    @村山美乃・#高木真由・本間徹生・小林康浩・磯谷敦子・飯塚幸子・奥村光隆・@山本英治・@徳永信

    第126回触媒討論会  2020.10 

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    Event date: 2020.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 金属酸化物担持白金-ビスマス触媒を用いたイソプレングリコールの空気酸化

    #河合靖貴・ 隅川佳星・#川田真衣・@山本英治・@村山美乃・@徳永信

    第126回触媒討論会  2020.10 

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    Event date: 2020.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • 固体塩基触媒を用いたチオール-ジスルファン交換反応による非対称ジスルファン合成

    @山本英治・@#河合靖貴・木村萌水・高倉慶・@村山美乃・松枝宏尚・大槻周次郎・坂田浩・@徳永信

    第126回触媒討論会  2020.10 

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    Event date: 2020.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:オンライン   Country:Japan  

  • Phase-Transfer Catalytic Dynamic Kinetic Resolution of Amino Acid Esters with Water and Alcohols as Nucleophiles

    #Kodai Wakafuji, #Kaoru Kobayashi, Hyemin Cho, #Hirotsugu Dohi, Takashi Kamachi, @Eiji Yamamoto, @Makoto Tokunaga

    日本化学会第100春季年会  2020.3 

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    Event date: 2020.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 分子状酸素を酸化剤とした固体鉛触媒によるアルケンのエポキシ化反応

    #隅川 佳星・木下 義輝・@山本 英治・@村山 美乃・@徳永 信

    日本化学会第100春季年会  2020.3 

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    Event date: 2020.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 各種焼酎に含まれる硫黄化合物のシリカ担持金ナノ粒子への吸着による選択的除去の効果

    @村山美乃・#八木政俊・#高木真由・磯谷敦子・飯塚幸子・#@徳永信

    日本化学会第100春季年会  2020.3 

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    Event date: 2020.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持金ナノ粒子を用いたジメチルトリスルファンの流通循環式除去

    @村山 美乃・#小宮 晋世・@山本 英治・磯谷 敦子・飯塚 幸子・@徳永 信

    日本化学会第100春季年会  2020.3 

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    Event date: 2020.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持貴金属ナノ粒子のソフトルイス酸触媒機能と吸着脱硫機能 -臭い焼酎をバラの香りに変える- Invited

    徳永 信

    第81回触媒化学融合研究センター講演会  2019.12 

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    Event date: 2019.12

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:筑波   Country:Japan  

  • Ag イオン交換ゼオライトを用いた酒類に含まれる硫黄化合物の選択的吸着除去

    #原田 瑛志、@徳永 信、@村山 美乃、奥村 光隆

    第 33 回 日本吸着学会研究発表会  2019.11 

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    Event date: 2019.11

    Language:Japanese  

    Venue:名古屋   Country:Japan  

  • ジイミド官能基を有する金属有機構造体負極を用いた水系カリウムイオン電池特性

    #白珺文,中本康介,趙麗巍,坂本遼,岡田重人,@山本英治,@村山美乃,@徳永信

    第60回電池討論会  2019.11 

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    Event date: 2019.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 酒類や飲料からの選択的脱硫技術

    @村山美乃、@徳永 信

    九州大学オープンイノベーションワークショップ  2019.11 

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    Event date: 2019.11 - 2019.12

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • 担持金ナノ粒子による酒類の香りの制御 Invited

    @徳永 信

    神戸大学大学院理学研究科にて講演会  2019.9 

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    Event date: 2019.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神戸   Country:Japan  

  • 「均一系触媒および不均一系触媒の化学」 Invited

    @徳永 信

    神戸大学集中講義  2019.9 

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    Event date: 2019.9

    Language:Japanese  

    Venue:神戸   Country:Japan  

  • Halogen Effect in the Supported Platinum Catalysts for 1,3-Rearrangement of Allylic Esters Compounds

    #HUANG, Qian・ #HARUTA, Asahi・@MURAYAMA, Haruno・@YAMAMOTO, Eiji・ HONMA, Tetsuo・ IZAWA, Yusuke・TANIGUCHI, Shohei・ @‘TOKUNAGA, Makoto

    第124回触媒討論会  2019.9 

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    Event date: 2019.9

    Language:Japanese  

    Venue:長崎   Country:Japan  

  • Au-Ni触媒のヘテロ接合効果に関する理論的研究

    安渡佳典・林亮秀・川上貴資・山中秀介・石田玉青・@徳永信・奥村光隆

    第124回触媒討論会  2019.9 

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    Event date: 2019.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:長崎   Country:Japan  

  • 種々のアミノ酸-金錯体を前駆とした含浸法による担持金ナノ粒子の調製

    @村山美乃・#高木真由・本間徹生・大橋弘範・小林康浩・@山本英治・@徳永信

    第124回触媒討論会  2019.9 

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    Event date: 2019.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:長崎   Country:Japan  

  • パラジウムクスターによる末端アルケンのセトキシ化反応ついて理論的研究的研究

    三橋龍馬・林亮秀・安渡佳典・川上貴資・山中秀介・@徳永信・奥村光隆

    第124回触媒討論会  2019.9 

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    Event date: 2019.9

    Language:Japanese  

    Venue:長崎   Country:Japan  

  • 魔法の石「触媒」 〜合成化学に、排ガス浄化に、そして古いお酒をよみがえらせることも〜 Invited

    @徳永 信

    科学を語る会、(後援:福岡県教育委員会、福岡市教育委員会、福岡県高等学校理科部会)  2019.9 

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    Event date: 2019.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • ジイミド官能基を有する有機構造体を⽤いた⽔系二次電池特性

    #白珺文, 中本康介, 趙麗巍, 坂本遼, 伊藤正人, 岡田重人, @山本英治, @村山美乃, @徳永信

    第56回化学関連支部合同九州大会  2019.7 

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    Event date: 2019.7 - 2019.12

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:北九州   Country:Japan  

  • 担体上への金ナノ粒子固定化法の最適化と前駆体としての金-アミノ酸錯体の構造解析

    #高木真由, @村山美乃, 本間徹生, @山本英治, @徳永信

    第56回化学関連支部合同九州大会  2019.7 

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    Event date: 2019.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 金属酸化物担持0価金触媒を用いたアルキニルカルボン酸の分子内環化反応による不飽和ラクトン合成

    #川相誓也, 池田孝明,@ 山本英治,@ 村山美乃, @徳永信

    第56回化学関連支部合同九州大会  2019.7 

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    Event date: 2019.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 分子状酸素を酸化剤とした担持鉛触媒によるアルケンのエポキシ化反応

    #隅川佳星, 木下義輝,@ 山本英治, @村山美乃, @徳永信

    第56回化学関連支部合同九州大会  2019.7 

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    Event date: 2019.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • セリア担持白金触媒によるアリルエステルの異性化反応

    #春田朝陽, #黄啓安, @村山美乃, @山本英治, 本間徹生, 井澤雄輔, 谷口翔平, @徳永信

    第56回化学関連支部合同九州大会  2019.7 

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    Event date: 2019.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • シリカ担持金ナノ粒子による日本酒劣化臭の流通式吸着除去

    #小宮晋世, @村山美乃, 磯谷敦子, @山本英治, 飯塚幸子, 藤井力, @徳永信

    第56回化学関連支部合同九州大会  2019.7 

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    Event date: 2019.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • Deep Desulfurization of Thiophene by Photooxidation Reaction with Supported Noble Metal Nanoparticles

    #Yohan Ko, #Takaaki Shinozaki, @Haruno Murayama, @Eiji Yamamoto,  @ Makoto Tokunaga

    第24回日本化学会九州支部・韓国化学会釡山支部合同セミナー  2019.6 

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    Event date: 2019.6

    Language:Japanese  

    Venue:熊本   Country:Japan  

  • Bifunctional Phosphonium/Thiourea Salts as Phase-Transfer Catalysts: Enantioselective Protonation of Alkenyl Esters

    #Kodai Wakafuji, #Yusuke Mori, Gaku Teshima, Yuki Hidani, @Eiji Yamamoto, @Makoto Tokunaga

    第24回日本化学会九州支部・韓国化学会釡山支部合同セミナー  2019.6 

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    Event date: 2019.6

    Language:Japanese  

    Venue:熊本   Country:Japan  

  • Structures of Au amino acid complexes for preparing supported small nanoparticles" International conference

    @Haruno Murayama, #Mayu Takaki, Takayuki Hasegawa, Tetsuo Honma, Hironori Ohashi, Yasuhiro Kobayashi, @Makoto Tokunaga

    French Conference on Catalysis 2019 (2019 June 04)  2019.6 

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    Event date: 2019.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:Frejus   Country:France  

  • Flavor control of alcoholic beverages with supported Au nanoparticles International conference

    @Makoto Tokunaga

    2019 National Taiwan Normal University (NTNU)-Kyushu University Joint Forum  2019.5 

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    Event date: 2019.5

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:台湾   Country:Taiwan, Province of China  

  • 金属酸化物担持0価金ナノ粒子触媒を用いたアルキニルカルボン酸の分子内環化反応

    #川相誓也、池田孝明、@山本英治、@村山美乃、@徳永信

    第29回福岡万有シンポジウム  2019.5 

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    Event date: 2019.5

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 担持貴金属ナノ粒子の触媒および酒類の劣化臭吸着剤への応用

    @徳永 信

    触媒有機化学セミナー  2019.4 

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    Event date: 2019.4

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • Selective adsorption of 1,3-dimethyltrisulfane (DMTS) responsible for aged odour in Japanese sake using supported gold nanoparticles International conference

    @H. Murayama, @E. Yamamoto, M. Kimura, #T. Shinozaki, @M. Tokunaga, A. Isogai, T. Fujii, S. Iizuka

    5th International Conference on Food and Beverages  2019.4 

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    Event date: 2019.4

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • ナフタレンジイミド骨格を有する金属有機構造体を用いた水系Naイオン電池特性

    #白 珺文・中本康介・趙 麗巍・坂本 遼・伊藤正人・岡田重人・@山本英治・@村山美乃・@徳永 信

    電気化学会第86回大会  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • Au-Ni触媒のヘテロ接合効果に関する理論的研究

    ○安渡佳典・林亮秀・川上貴資・山中秀介・石田玉青・@徳永信・奥村光隆

    第123回触媒討論会  2019.3 

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    Event date: 2019.3

    Language:Japanese  

    Venue:大阪   Country:Japan  

  • パラジウムクラスターによる末端アルケンのアセトキシ化反応についての理論的研究

    ○三橋 龍馬・奥村 光隆・@徳永 信・@村山 美乃

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3

    Language:Japanese  

    Venue:神戸   Country:Japan  

  • シリカ担持金ナノ粒子を用いたジメチルトリスルファンの流通式除去

    @村山美乃・小宮晋世・#木村萌水・@山本英治・磯谷敦子・藤井力・飯塚幸子・@徳永信

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • Phase-Transfer Catalytic Asymmetric Hydrolysis and Alcoholysis of α-Chiral Esters via Dynamic Kinetic Resolution

    ○@Eiji Yamamoto, #Kodai Wakafuji, Yuho Furutachi, #Kaoru Kobayashi, #Cho Hyemin, Takashi Kamachi, @Makoto Tokunaga

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神戸   Country:Japan  

  • 1,3-Rearrangement of Allylic Esters with Metal-Oxide Supported Noble Metal Catalysts

    #Qian Huang, @Haruno Murayama, #Asahi Haruta, Yuhya Kumamoto, Taishin Hashiguchi, @Eiji Yamamoto, Tetsuo Honma, Tamao Ishida, Shouhei Taniguchi, Yusuke Izawa,@ Makoto Tokunaga

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:神戸   Country:Japan  

  • 各種アミノ酸-金錯体の構造と担持金ナノ粒子前駆体としての性質

    #高木真由・@村山美乃・本間徹生・大橋弘範・@山本英治・@徳永信

    日本化学会第99春季年会  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神戸   Country:Japan  

  • ナノテクによる日本酒などの飲料の香りの制御 Invited

    徳永 信

    九州大学』産・学・官交流促進シーズ発表会 in東京  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • Continuous-flow asymmetric hydrogenation of diethyl itaconate by supported Ru-BINAP catalysts International conference

    #A. Murakami, Y. Ikutake, H. Nakashima, @H. Murayama, T. Honma, @E. Yamamoto, @M. Tokunaga

    3rd Edition of International Congress on Catalysis and Chemical Science  2019.3 

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    Event date: 2019.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:Singapore   Country:Singapore  

  • Phase-Transfer Catalytic Asymmetric Alcoholysis of N-Protected Amino Acid Esters and Azlactones via Dynamic Kinetic Resolution International conference

    #Kodai Wakafuji , #Hyemin Cho, Takashi Kamachi, @Eiji Yamamoto,@ Makoto Tokunaga

    6th Japan–UK Symposium on Asymmetric Catalysis  2018.11 

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    Event date: 2018.11

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 同位体効果を用いたリチウムイオン電池正極上での電解液反応の解析

    #邱 逸飛,藤友千咲希,@村山美乃,@山本英治,@徳永 信

    第59回電池討論会  2018.11 

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    Event date: 2018.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • 相間移動触媒を用いたN-保護アミノ酸エステル類の動的速度論分割型不斉エステル交換反応

    #チョヘミン・@山本英治・@徳永 信・#若藤空大

    第8回CSJ化学フェスタ  2018.10 

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    Event date: 2018.10

    Language:Japanese  

    Venue:東京   Country:Japan  

  • Au-Ni触媒のヘテロ接合効果に関する理論的研究

    安渡佳典・林亮秀・川上貴資・山中秀介・石田玉青・@徳永信・奥村光隆

    第121回触媒討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese  

    Venue:北海道   Country:Japan  

  • X型ゼオライト触媒を用いるスルフィド交換による非対称ジスルフィドの合成

    #高倉慶・#木村萌水・@山本英治・@村山美乃・@徳永信

    第121回触媒討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese  

    Venue:北海道   Country:Japan  

  • アリルエステル異性化反応における担持Pt触媒の構造解析

    @村山美乃・#黄啓安・播磨大樹・隈元勇也・橋口大真・@山本英治・本間徹生・石田玉青・谷口翔平・井澤雄輔・@徳永信

    第121回触媒討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:北海道   Country:Japan  

  • 不斉相間移動触媒を用いたN保護アミノ酸エステル類の塩基加水分解による動的速度論分割

    @山本英治・#若藤空大・古舘裕歩・#小林薫・蒲池高志・@徳永信

    第121回触媒討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:北海道   Country:Japan  

  • 金触媒によるアリルアルコールの異性化反応に関する理論的研究2

    奥村光隆・林亮秀・安渡佳典・@村山美乃・石田玉青・@徳永信

    第121回触媒討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese  

    Venue:北海道   Country:Japan  

  • 高活性脱カルボニル化パラジウム触媒の反応条件下における活性種構造解析

    本間徹生・久米くるみ・万場鉄矢・石田玉青・@村山美乃・@徳永信

    第21回XAFS討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese  

    Venue:北海道   Country:Japan  

  • 「均一と不均一の狭間に拓く,触媒的有機合成と日本酒とXAFS」

    @徳永 信

    第21回XAFS討論会  2018.9 

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    Event date: 2018.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:北海道   Country:Japan  

  • X 型ゼオライト触媒によるチオール-ジスルフィド交換反応

    #高倉 慶、#木村萌水、@山本英治、@村山美乃、@徳永 信

    第30回若手研究者のためのセミナー  2018.9 

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    Event date: 2018.9

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 九州大学硬X線ビームライン(BL06/SAGA-LS)における研究・教育活動に関する成果報告

    杉山武晴、吉岡聡、石岡寿雄、原田明、高原淳、@徳永信、永長久寛、副島雄児

    第12回九州シンクロトロン光研究センター研究成果報告会  2018.8 

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    Event date: 2018.8

    Language:Japanese  

    Venue:佐賀   Country:Japan  

  • カルボニル化反応におけるパラジウムコバルト酸化物触媒からの溶出コバルト種の構造解析

    #森陽暉,@ 村山美乃, @山本英治, @徳永信

    第12回九州シンクロトロン光研究センター研究成果報告会  2018.8 

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    Event date: 2018.8

    Language:Japanese  

    Venue:佐賀   Country:Japan  

  • "Structures analyses of supported ruthenium catalysts under asymmetric hydrogenation reaction" International conference

    @Haruno Murayama, Yuya Ikutake, Hiroshi Nakashima, Tetsuo Honma, @Eiji Yamamoto, @Makoto Tokunaga

    XAFS 2018  2018.7 

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    Event date: 2018.7

    Language:Japanese  

    Venue:Krakow   Country:Poland  

  • Selective adsorption of 1,3-dimethyltrisulfane (DMTS) responsible for aged odor of Japanese sake with supported gold nanoparticles International conference

    @H. Murayama, Y. Yamamoto,# M. Kimura, T. Shinozaki, @E. Yamamoto, T. Ishida, A. Isogai, T. Fujii, S. Iizuka, M. Okumura, @ M. Tokunaga

    Gold 2018  2018.7 

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    Event date: 2018.7

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:Paris   Country:France  

  • Preparation of supported gold nanoparticles and application to adsorbents of sulphur compounds International conference

    @Haruno MURAYAMA, T. Hasegawa,@ Y. Yamamoto, M. Tone, #M. Kimura, T. Ishida, T. Honma、@M.tokunaga

    Gold2018  2018.7 

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    Event date: 2018.7

    Language:Japanese  

    Venue:Paris   Country:France  

  • DFT study for adsorptive decomposition of 1,3-dimethyltrisulfane (DMTS) over gold nano clusters: the elimination of aged odour in Japanese sake International conference

    Mitsutaka OKUMURA, @Haruno Murayama, Yusuke Yamamoto, Misaki Tone, Takayuki Hasegawa, #Moemi Kimura, Tamao Ishida, @‘Makoto Tokunaga

    GOLD2018  2018.7 

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    Event date: 2018.7

    Language:Japanese  

    Venue:Paris   Country:France  

  • Adsorption and thermal reaction properties of dimethyl trisulfide over Au(111) International conference

    Isao NAKAMURA, @M. Tokunaga, M. Okumura, T. Fujitani

    Gold2018  2018.7 

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    Event date: 2018.7

    Language:Japanese  

    Venue:Paris   Country:France  

  • 担持銀ナノ粒子を用いたチオフェン類の吸着特性と脱硫

    #高ヨハン, @篠崎貴旭, @村山美乃,@ 山本英治, @徳永信

    第55回化学関連支部合同九州大会  2018.6 

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    Event date: 2018.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • ラジウム酸化コバルト触媒の置換アルコキシシランによるシリカ被覆

    #森陽暉, @村山美乃, @山本英治, @徳永信

    第55回化学関連支部合同九州大会  2018.6 

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    Event date: 2018.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 相間移動触媒を用いたエステル不斉塩基加水分解反応の反応機構解析と触媒開発

    #小林薫, #若藤空大, @蒲池高志,@ 山本英治, @徳永信

    第55回化学関連支部合同九州大会  2018.6 

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    Event date: 2018.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • X型ゼオライト触媒によるチオール-ジスルフィド交換反応

    #高倉慶, #木村萌水, @山本英治, @村山美乃, @徳永信

    第55回化学関連支部合同九州大会  2018.6 

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    Event date: 2018.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 金属ナノ粒子による酒類や燃料からの選択的吸着脱硫

    @村山美乃,#篠﨑貴旭,#高ヨハン,@山本英治,@徳永信

    文部科学省ナノテクノロジープラットフォーム事業 分子・物質合成プラットフォーム 平成30年度シンポジウム  2018.6 

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    Event date: 2018.6

    Language:Japanese  

    Venue:北海道   Country:Japan  

  • 金ナノクラスター触媒におけるアリルアルコールの異性化反応に関する理論的研究

    ○奥村光隆・林亮秀・安渡佳典・石田玉青・村山美乃・徳永信

    第121触媒討論会  2018.3 

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    Event date: 2018.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • イオン対触媒を用いたアミノ酸エステル類の不斉加水分解反応の開発と高速配座探索による反応機構解析

    ○小林 薫・若藤 空大・古舘 裕歩・山本 英治・蒲池 高志・徳永 信

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • X型ゼオライト触媒によるスルフィド交換反応

    ○高倉 慶・木村 萌水・山本 英冶・村山 美乃・徳永 信

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持金ナノ粒子による数種類の日本酒サンプルからの老香成分の除去と官能評価

    ○木村 萌水・村山 美乃・篠﨑 貴旭・山本 英治・磯谷 敦子・藤井 力・飯塚 幸子・徳永 信

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持貴金属ナノ粒子を活用した燃料中からの吸着脱硫

    ○篠﨑 貴旭・高 ヨハン・村山 美乃・山本 英治・徳永 信

    日本化学会第98春季年会  2018.3 

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    Event date: 2018.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持貴金属ナノ粒子を用いる実用的合成反応 Invited

    徳永 信

    第6回SPring-8グリーンサスティナブルケミストリー研究会、第18回SPring-8先端利用技術ワークショップ、金属ナノ粒子触媒開発の最前線 -構造と機能の制御  2017.12 

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    Event date: 2017.12

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • キラル相間移動触媒を用いたアミノ酸エステル類の不斉塩基加水分解反応の開発と反応機構解析

    徳永 信, 山本 英治, 若藤 空大

    第10回 有機触媒シンポジウム  2017.12 

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    Event date: 2017.11 - 2017.12

    Language:Japanese  

    Venue:宮城   Country:Japan  

  • ホスニウムチオレア触媒を用いたエノールテ類の不斉プロトン化

    徳永 信, 山本 英治, 手島 樂, 毛利 勇介

    第10回 有機触媒シンポジウム  2017.12 

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    Event date: 2017.11 - 2017.12

    Language:Japanese  

    Venue:宮城   Country:Japan  

  • リチウムイオン電池正極における電解液劣化反応の解析

    徳永 信, 村山 美乃, 山本 英治, キュウ イツヒ

    第58回電池討論会  2017.11 

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    Event date: 2017.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Structures of supported ruthenium catalysts for enantioselective hydrogenation of olefins International conference

    徳永 信, 村山 美乃, 山本 英治, 生武 侑也

    International Symposium on Novel Energy Nanomaterials, Catalysts and Surfaces for Future Earth  2017.10 

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    Event date: 2017.10 - 2017.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • Acid Free Wacker Oxidation of Terminal Olefins over Supported Pd Nanoparticles International conference

    徳永 信, 村山 美乃, 山本 英治, 万場 鉄矢

    International Symposium on Novel Energy Nanomaterials, Catalysts and Surfaces for Future Earth  2017.10 

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    Event date: 2017.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • 金属酸化物担持0価金ナノ粒子触媒を用いたアルキニルカルボン酸の分子内環化による不飽和ラクトン合成

    徳永 信, 村山 美乃, 山本 英治, 池田 孝明

    第120回触媒討論会  2017.9 

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    Event date: 2017.9

    Language:Japanese  

    Venue:愛媛   Country:Japan  

  • その場観察XAFSによる担持ルテニウム触媒の不斉水素化反応条件下における構造解析

    徳永 信, 村山 美乃, 山本 英治, 生武 侑也

    第120回触媒討論会  2017.9 

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    Event date: 2017.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛媛   Country:Japan  

  • パラジウム触媒を用いたブタジエンの酸化的ジヒドロキシ化反応

    徳永 信, 村山 美乃, 山本 英治, 万場 鉄矢

    第120回触媒討論会  2017.9 

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    Event date: 2017.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛媛   Country:Japan  

  • 日本酒の劣化臭吸着剤実用化のための担持金ナノ粒子調製条件の検討

    徳永 信, 村山 美乃, 刀禰 美沙紀

    第14回SPring-8産業利用報告会  2017.9 

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    Event date: 2017.8 - 2017.9

    Language:Japanese  

    Venue:神奈川   Country:Japan  

  • キラル四級ホスホニウム塩/チオウレア二官能性相間移動触媒を用いるエノールエステル類のエナンチオ選択的プロトン化反応

    徳永 信, 山本 英治, 手島 樂, 毛利 勇介

    第54回化学関連支部九州地区合同大会  2017.7 

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    Event date: 2017.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 金属酸化物担持金ナノ粒子触媒を用いたアルキニルカルボン酸の分子内環化反応

    徳永 信, 村山 美乃, 山本 英治, 池田 孝明

    第54回化学関連支部九州地区合同大会  2017.7 

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    Event date: 2017.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • シンコナアルカロイド由来の相間移動触媒によるN-保護アミノ酸エステル類の不斉塩基加水分解

    徳永 信, 山本 英治, 若藤 空大

    第54回化学関連支部九州地区合同大会  2017.7 

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    Event date: 2017.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • X型ゼオライト触媒によるチオールとポリスルフィドの交換反応

    徳永 信, 村山 美乃, 山本 英治, 木村 萌水

    第54回化学関連支部九州地区合同大会  2017.7 

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    Event date: 2017.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持0価金触媒を用いたアルキニルカルボン酸の分子内環化反応による不飽和ラクトン合成

    徳永 信, 山本 英治, 池田 孝明, 村山 美乃

    第111回 有機合成シンポジウム  2017.6 

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    Event date: 2017.6

    Language:Japanese   Presentation type:Symposium, workshop panel (public)  

    Venue:岡山   Country:Japan  

  • キラル相間移動触媒を用いたN−保護アミノ酸エステルの不斉塩基加水分解による動的速度論的光学分割

    徳永 信, 山本 英治, 若藤 空大

    第111回 有機合成シンポジウム  2017.6 

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    Event date: 2017.6

    Language:Japanese  

    Venue:岡山   Country:Japan  

  • 芳香性および劣化臭硫黄化合物間の選択的吸着およびスルフィド交換反応

    徳永 信, 村山 美乃, 山本 英治, 木村 萌水

    第27回万有福岡シンポジウム  2017.6 

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    Event date: 2017.6

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 担持パラジウム触媒による酸フリー条件下でのワッカー酸化

    徳永 信, 村山 美乃, 山本 英治, ZHANG ZHENZHONG, 隈元 勇也, 万場 鉄矢

    第119回触媒討論会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • キラル相間移動触媒によるN-保護アミノ酸エステルの動的速度論型不斉塩基加水分解

    徳永 信, 山本 英治, 若藤 空大

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神奈川   Country:Japan  

  • 金属酸化物担持Ru-BINAP 触媒によるオレフィンの不斉水素化反応

    徳永 信, 村山 美乃, 山本 英治

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神奈川   Country:Japan  

  • 後周期遷移金属触媒を用いたアルキニルカルボン酸の分子内環化反応による不飽和中員環ラクトン合成

    徳永 信, 村山 美乃, 山本 英治, 池田 孝明

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神奈川   Country:Japan  

  • リチウムイオン電池の正極における環状エステル類の分解反応

    徳永 信, 村山 美乃, 山本 英治, 藤友 千咲希

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神奈川   Country:Japan  

  • 金アミノ酸錯体を用いた活性炭への金ナノ粒子担持と構造解析

    徳永 信, 村山 美乃, 山本 英治, 長谷川 貴之, 刀禰 美沙紀

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神奈川   Country:Japan  

  • 担持貴金属ナノ粒子を用いる芳香性および劣化臭硫黄化合物間の選択的吸着

    徳永 信, 村山 美乃, 山本 英治, 木村 萌水

    日本化学会第97春季年会  2017.3 

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    Event date: 2017.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:神奈川   Country:Japan  

  • 電位正極におけるカーボネート系溶媒の反応生成物の解析とメカニズムの解明

    徳永 信, 村山 美乃, 山本 英治, 藤友 千咲希

    第57回電池討論会  2016.11 

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    Event date: 2016.11 - 2016.12

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 担持金属ナノ粒子を用いた日本酒の老香成分の 選択的吸着とそのメカニズム解明

    徳永 信, 村山 美乃, 山本 英治, 刀禰 美沙紀, 長谷川 貴之

    第6回CSJ化学フェスタ  2016.11 

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    Event date: 2016.11

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 担持Pd(0)ナノ粒子触媒を用いたワッカー酸化反応

    徳永 信, 村山 美乃, 山本 英治, ZHANG ZHENZHONG, 隈元 勇也, 万場 鉄矢

    第6回CSJ化学フェスタ  2016.11 

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    Event date: 2016.11

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 新規パラジウム錯体固定化触媒を用いたブタジエンの酸化的ジヒドロキシ化反応

    徳永 信, 村山 美乃, 山本 英治, ZHANG ZHENZHONG, 万場 鉄矢

    第6回CSJ化学フェスタ  2016.11 

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    Event date: 2016.11

    Language:Japanese  

    Venue:東京   Country:Japan  

  • キラル相間移動触媒を用いたアミノ酸エステル類の動的速度論分割型不斉塩基加水分解

    徳永 信, 山本 英治, 古舘 裕歩

    第110回有機合成シンポジウム  2016.11 

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    Event date: 2016.11

    Language:Japanese  

    Venue:東京   Country:Japan  

  • Decomposition of Non-Aqueous Electrolytes on High-Voltage Cathodes of Lithium-Ion Batteries International conference

    藤友千咲希、徳永 信, 村山 美乃, 山本 英治

    PRIME2016  2016.10 

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    Event date: 2016.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:ハワイ   Country:United States  

  • 酸化コバルト担持貴金属触媒による合成反応 Invited

    徳永 信

    丸善石油化学での企業内講演  2016.8 

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    Event date: 2016.8

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • チオウレア基を有するキラル四級ホスホニウム塩触媒を用いたエノールエステル類の加水分解的プロトン化反応

    徳永 信, 山本 英治, 手島 樂

    第28回若手研究者のためのセミナー  2016.8 

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    Event date: 2016.8

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • シンコナアルカロイド由来四級アンモニウム塩触媒を用いたアミノ酸エステル類の不斉塩基加水分解反応

    徳永 信, 山本 英治, 古舘 裕歩

    第28回若手研究者のためのセミナー  2016.8 

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    Event date: 2016.8

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 触媒とナノテクノロジー 不斉合成,石油化学から日本酒の香りの制御まで

    徳永 信

    平成28年度九州大学オープンキャンパス、理学部化学科紹介  2016.8 

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    Event date: 2016.8

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • リチウムイオン電池高電位正極コバルト酸リチウム上でのエチレンカーボネート電解液の分解反応

    徳永 信, 村山 美乃, 山本 英治, 藤友 千咲希

    第53回化学関連支部合同九州大会  2016.7 

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    Event date: 2016.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持パラジウム触媒を用いた末端アルケンの酸化的水和反応

    徳永 信, 村山 美乃, 山本 英治, ZHANG ZHENZHONG, 万場 鉄矢

    第53回化学関連支部合同九州大会  2016.7 

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    Event date: 2016.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 酸化コバルト担持パラジウム触媒を用いたエポキシドへのカルボニル挿入反応

    徳永 信, 村山 美乃, 山本 英治, 生武 侑也

    第53回化学関連支部合同九州大会  2016.7 

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    Event date: 2016.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 酸化物担持ルテニウム触媒によるオ レフィンの不斉水素化反応

    徳永 信, 村山 美乃, 山本 英治, 中島 公, 生武 侑也

    第53回化学関連支部合同九州大会  2016.7 

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    Event date: 2016.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持パラジウム触媒による塩化物フリーのワッカー酸化

    徳永 信, 村山 美乃, 山本 英治, ZHANG ZHENZHONG, 隈元 勇也

    第53回化学関連支部合同九州大会  2016.7 

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    Event date: 2016.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • キラル四級アンモニウム塩を触媒とする2-アリールプロパン酸エステル類の不斉加水分解

    徳永 信, 山本 英治, 村上 亜紀子

    第53回化学関連支部合同九州大会  2016.7 

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    Event date: 2016.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 酸化物担持金およびパラジウム 触媒を用いたカルボニル化および酸化反応 Invited

    徳永 信

    触媒学会千葉地区講演会「新しいエネルギーと革新的技術を創成する触媒化学」  2016.5 

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    Event date: 2016.5

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • Homogeneous Pd-Catalyzed Terminal-Selective Introduction of Oxygen Functional Group to Terminal Alkenes using H2O as Nucleophile. International conference

    徳永 信, 濵﨑 昭行, 万谷 航平

    Pre-symposium of TOCAT7 in Fukuoka, -International Symposium on Recent Advances in Environmental Catalysis  2016.5 

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    Event date: 2016.5

    Language:English   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Silica supported Au nanoparticles prepared by impregnatoin method using Au amino acid complexes International conference

    徳永 信, 村山 美乃, 長谷川 貴之, 刀禰 美沙紀

    The French Conference on Catalysis 2016 (FCCat16)  2016.5 

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    Event date: 2016.5

    Language:Japanese  

    Venue:Frejus   Country:France  

  • 担持パラジウム触媒を用いた非強酸条件下でのワッカー酸化

    徳永 信, 村山 美乃, ZHANG ZHENZHONG, 隈元 勇也

    第28回万有福岡シンポジウム  2016.4 

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    Event date: 2016.4

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Adsorptive Reduction of Dimethyl Trisulfide from Japanese Sake by Supported Noble Metal Nanoparticles International conference

    徳永 信, 村山 美乃, 長谷川 貴之, 刀禰 美沙紀

    FUJIHARA Seminar-70, International Symposium on New Development of  2016.4 

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    Event date: 2016.4

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • シンコナアルカロイド由来の新規四級アンモニウム塩を用いたアミノ酸エステル 誘導体の不斉加水分解

    徳永 信, 古舘 裕歩, 樋谷 祐貴

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 含浸法によるシリカ担持金ナノ粒子触媒調製における金アミノ酸錯体のキレート サイズ効果

    徳永 信, 村山 美乃, 長谷川 貴之, 刀禰 美沙紀

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 担持ルテニウム触媒によるオレフィンの不斉水素化

    徳永 信, 村山 美乃, 中嶋 公

    日本化学会第96春季 年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Country:Japan  

  • X線吸収分光法と理論計算による高活性脱カルボニル化触媒の構造解析

    徳永 信, 村山 美乃, 久米 くるみ

    日本化学会第96春季 年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 金(I)ジメチルスル フィド錯体を用いた金触媒の調製

    徳永 信

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese  

    Venue:京都   Country:Japan  

  • リチウムイオン電池正極LixCoO2 (x < 0.5)上での非水系電解液分解メカニズムの解明

    徳永 信, 村山 美乃, 藤友 千咲希

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 担持パラジウム触媒を用いるアルケンから第1級アルコールへの酸化反応

    徳永 信, 村山 美乃, ZHANG ZHENZHONG, 万場 鉄矢

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • モンモリロナイト担持イリジウム錯体触媒による脱カルボニル化反応

    徳永 信, 村山 美乃, 毛利 隆宏

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 担持金ナノ粒子を用いた日本酒の老香成分の選択的吸着とそのメカニズム

    徳永 信, 村山 美乃, 刀禰 美沙紀, 長谷川 貴之

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • キラル相間移動触媒を用いた2‐ アリールプロパン酸エステル類の不斉加水分解

    徳永 信, 村上 亜紀子

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese  

    Venue:京都   Country:Japan  

  • キラル四級ホスホニウム塩を用いたエステル類の加水分解的不斉プロトン化反応

    徳永 信, 手島 樂, 樋谷 祐貴

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese  

    Venue:京都   Country:Japan  

  • 新規キラル四級ホスホニウム塩の合成とエステル類の不斉加水分解への応用

    徳永 信, 樋谷 祐貴, 手島 樂

    日本化学会第96春季年会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 実用的有機合成のための新しい不均一系触媒 Invited

    徳永 信

    日本化学会第96春季年会、化学者のための放射光こ とはじめ -XAFS解析 基礎理論と測定の実際  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 高活性脱カルボニ化触媒の液相その場XAFS測定による構造解析

    徳永 信, 村山 美乃, 久米 くるみ

    第117回 触媒討論会  2016.3 

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    Event date: 2016.3

    Language:Japanese  

    Venue:大阪   Country:Japan  

  • 金アミノ酸錯体の物性評価と含浸担持法におけるナ粒子触媒調製条件検討

    徳永 信, 村山 美乃, 刀禰 美沙紀, 長谷川 貴之

    第117回 触媒討論会  2016.3 

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    Event date: 2016.3

    Language:Japanese  

    Venue:大阪   Country:Japan  

  • モンリロナイトへの後周期遷移金属担持とその触媒作用

    徳永 信, 村山 美乃, 毛利 隆宏

    第117回 触媒討論会  2016.3 

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    Event date: 2016.3

    Language:Japanese  

    Venue:大阪   Country:Japan  

  • 酸化物担持金ナノ粒子のソフトルイスとして触媒機能

    徳永 信, 村山 美乃, 明日 亮太

    第117回 触媒討論会  2016.3 

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    Event date: 2016.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • Metal oxide supported palladium catalyzed Wacker oxidation under acid-free conditions International conference

    徳永 信, 村山 美乃, 橋口 大真, 張 振中

    The 5th International Conference on MEXT Project of Integrated Research on Chemical Synthesis“Chemical Science for Future Societies”,  2016.1 

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    Event date: 2016.1

    Language:Japanese  

    Venue:名古屋   Country:Japan  

  • チオウレア基を有するキラル四級ホスホニウム塩を用いた塩基加水分解的不斉プ ロトン化反応

    徳永 信, 樋谷 祐貴

    有機分子触媒による未来型分子変換」第6回公開シンポジ ウム  2016.1 

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    Event date: 2016.1

    Language:Japanese  

    Venue:大阪   Country:Japan  

  • Synthesis of novel chiral quaternary phosphonium salts with hydrogen-bond donor and their application to asymmetric reactions International conference

    徳永 信, 樋谷 祐貴

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:Japanese  

    Venue:Hawaii   Country:United States  

  • Selective reduction of aged odor in Japanese sake by supported noble metal nanoparticles International conference

    徳永 信, 村山 美乃, 長谷川 貴之

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • Characterization of supported gold nanoparticle catalysts prepared by impregnation method using amino acid gold complexes as precursors International conference

    徳永 信, 村山 美乃, 長谷川 貴之

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • Decarbonylation of furfural catalyzed by zirconia and ceria supported Pd catalysts International conference

    徳永 信, 村山 美乃, 久米 くるみ

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • Preparation of montmorillonite supported late transition metals and catalytic decarbonylation of arene carbaldehydes International conference

    徳永 信, 村山 美乃, 毛利 隆宏

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:Japanese  

    Venue:Hawaii   Country:United States  

  • Characterization of Pd-Ni alloy catalysts for hydrogenolysis of benzylic alcohols International conference

    徳永 信, 村山 美乃

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:Japanese  

    Venue:Hawaii   Country:United States  

  • Transformation of terminal alkenes into primary allylic alcohols over supported Pd catalysts International conference

    徳永 信, 村山 美乃, 張 振中

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • Chemical state of gold supported on catalyst precursor International conference

    徳永 信

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • Study on the sorption behavior of Pd and Pt complex anions onto δ-MnO2 International conference

    徳永 信

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • Synthesis of novel quaternary ammonium salts derived from quinine and their application to asymmetric hydrolysis of amino acid esters International conference

    徳永 信, 古舘 裕歩, 樋谷 祐貴

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:Japanese  

    Venue:Hawaii   Country:United States  

  • Asymmetric hydrolysis of 2-arylpropanic acid esters catalyzed by chiral phase-transfer catalyst International conference

    徳永 信, 村上 亜紀子

    The International Chamical Congress of Pacific Basin Society (PACIFICHEM2015)  2015.12 

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    Event date: 2015.12

    Language:English  

    Venue:Hawaii   Country:United States  

  • 金ナノ粒子の新しい含浸担持法の開発と日本酒の品質向上への応用 Invited

    徳永 信

    有機金属部会平成27年度第3回例会  2015.11 

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    Event date: 2015.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:岡山   Country:Japan  

  • Decarbonylation of Furfural Catalyzed by Small Palladium Clusters on Zirconia International conference

    徳永 信, 久米 くるみ

    Tateshina Conference of Organic Chemistry  2015.11 

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    Event date: 2015.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:長野   Country:Japan  

  • 金属酸化物担持イリジウム錯体 とその触媒作用

    徳永 信, 村山 美乃, 毛利 隆宏

    第5回CSJ化学フェスタ2015  2015.10 

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    Event date: 2015.10

    Language:Japanese  

    Venue:東京   Country:Japan  

  • Aerobic Oxidation of Cyclohexanones to Cyclic Enones, Phenols, and Aryl Ethers over Supported Palladium Catalysts International conference

    徳永 信, ZHANG ZHENZHONG, 橋口 大真

    Bit's 6th Annual Global Congress of Catalysis-2015  2015.9 

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    Event date: 2015.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:China   Country:Japan  

  • 金クラスター触媒でのアリルアルコール異性化反応理論的研究 Ⅲ

    徳永 信

    第116回触媒討論会  2015.9 

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    Event date: 2015.9

    Language:Japanese  

    Venue:三重   Country:Japan  

  • 金アミノ酸錯体 を前駆とした含浸法による担持金ナノ粒子触媒の調製における 構造変化の解析

    徳永 信, 村山 美乃, 長谷川 貴之, 刀禰 美沙紀

    第116回触媒討論会  2015.9 

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    Event date: 2015.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:三重   Country:Japan  

  • 担持金ナノ粒子触媒による炭素-炭素結合形成反応を利用したビアリール類の合成

    徳永 信

    第116回触媒討論会  2015.9 

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    Event date: 2015.9

    Language:Japanese  

    Venue:三重   Country:Japan  

  • 担持金ナノ粒子の含浸調製法の開発と日本酒からの選択的老香除去への応用 Invited

    徳永 信

    高知大学集中講義  2015.9 

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    Event date: 2015.9

    Language:Japanese   Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:高知   Country:Japan  

  • 酸化物担持金ナノ粒子を用いたC‒H活 性化を経るビフェニル化合物の合成

    徳永 信, 村山 美乃, 明日 亮太

    第27 回 若手研究者のためのセミナー  2015.8 

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    Event date: 2015.8

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • シンコナアルカロイド由来の四級アンモニウム塩を相間移動触媒として用いたア ミノ酸エステル類の不斉加水分解 Invited

    徳永 信, 古舘 裕歩

    第27 回 若手研究者のためのセミナー  2015.8 

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    Event date: 2015.8

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 金アミノ酸錯体を用いる含浸担持法による金ナノ粒子触媒の調製 Invited

    徳永 信, 村山 美乃, 長谷川 貴之

    第27 回 若手研究者のためのセミナー  2015.8 

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    Event date: 2015.8

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • Palladium-catalyzed Aerobic Oxidation of Cyclohexanones to Cyclic Enones, Phenols, and Phenyl Ethers

    徳永 信, ZHANG ZHENZHONG, 橋口 大真

    第52回化学関連支部合同九州大会  2015.6 

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    Event date: 2015.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 金アミノ酸錯体を用いる含浸担持法による金ナノ粒子触媒の調製

    徳永 信, 村山 美乃, 長谷川 貴之

    第52回化学関連支部合同九州大会  2015.6 

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    Event date: 2015.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • モンモリロナイト担持遷移金属錯体触媒とその触媒作用

    徳永 信, 村山 美乃, 毛利 隆弘

    第52回化学関連支部合同九州大会  2015.6 

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    Event date: 2015.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • シンコナアルカロイド由来四級アンモニウム触媒による アミノ酸エステル類の不斉加水分解 Invited

    徳永 信, 古舘 裕歩, 樋谷 祐貴

    第52回化学関連支部合同九州大会  2015.6 

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    Event date: 2015.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持貴金属ナノ粒子による日本酒中のジメチルトリスルフィドの選択的吸着

    徳永 信, 村山 美乃, 長谷川 貴之

    第6回触媒科学研究発表会  2015.6 

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    Event date: 2015.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛媛   Country:Japan  

  • シンコナアルカロイド由来の四級アンモニウム塩を用いるアミノ酸エステル類の 不斉加水分解

    徳永 信, 古舘 裕歩, 樋谷 祐貴

    第8回有機触媒シンポジウム兼「有機分子触媒による未来型分子変換」第5回公開シンポジウム  2015.5 

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    Event date: 2015.5

    Language:Japanese  

    Venue:沖縄   Country:Japan  

  • 担持金ナノ粒子の新たな機能C-Hアリール化と日本酒の品質向上 Invited

    徳永 信

    統合物質創製化学推進事業、第6回統合物質シンポジウム「次世代を拓く新物質創製化学」  2015.4 

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    Event date: 2015.4

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:名古屋   Country:Japan  

  • 担持金ナノ粒子による清酒の老香成分の選択的吸着

    Makoto Tokunaga, Akiyuki HAMASAKI, 山本 裕典

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Others  

    Venue:千葉   Country:Japan  

  • 金(III)イオンの 炭酸ニッケルへの吸着

    徳永 信, 濵﨑 昭行

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • 担持パラジウム触媒を用いる末端アルケンから第一級アリルアルコールへの酸化 反応

    徳永 信, 濵﨑 昭行, 張 振中

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • 水を求核剤とするパラジウム錯体触媒を用いた末端アルケンへの末端選択的な酸 素官能基の導入

    徳永 信, 濵﨑 昭行, 万谷 航平, 石田 小百合

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • 酸化物担持金ナノ粒子を用いる芳香族化合物の酸化的カップリング反応とその機構

    徳永 信, 濵﨑 昭行, 明日 亮太, 三瀬 喜之

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • モンモリロナイトへの後周期遷移金属の担持とその触媒作用

    徳永 信, 濵﨑 昭行, 毛利 隆宏

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • 遷移金属担持触媒を用いたグリセロールおよびエポキシドのカルボニル化反応 International conference

    徳永 信, 濵﨑 昭行, 南 優人

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • パラジウム触媒を用いた分子内環化によるα-(O-アリルオキシイミノ)カル ボニル化合物からの2-ビニルオキサゾール合成

    徳永 信, 濵﨑 昭行, 駒川 ひろみ

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • シンコナアルカロイド由来の四級アンモニウム塩の合成と不斉エステル加水分解への応用

    徳永 信, 濵﨑 昭行, 古舘 裕歩, 樋谷 祐貴

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • 水素結合ドナーを有する不斉四級ホスホニウム塩の合成

    徳永 信, 濵﨑 昭行, 樋谷 祐貴

    第95日本化学会年会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:千葉   Country:Japan  

  • ジルコニアおよびセリア担持パラジウム触媒によるフルフラールの脱カルボ ニル 化反応

    徳永 信, 濵﨑 昭行, 久米 くるみ

    第115回触媒討論会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 金クラスター触媒でのアリルアルコール異性化反応の理論的研究II

    徳永 信, 奥村 光隆

    第115回触媒討論会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 担持パラジウム触媒を用いたワッカー酸化

    徳永 信, 濵﨑 昭行, 橋口 大真, 張 振中

    第115回 触媒討論会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 金アミノ酸錯体を用いた含浸担持法による金ナノ粒子触媒の調製法

    徳永 信, 濵﨑 昭行, 長谷川 貴之, 山本 裕典

    第115回触媒討論会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 金-ニッケル、パラジウム-ニッケル、白金 -ニッケル合金調製法と触媒特性

    徳永 信, 濵﨑 昭行, 中村 憲治

    第115回触媒討論会  2015.3 

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    Event date: 2015.3

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 金―ニッケルおよびパラジウム–ニッケル合金調製法と触媒機能

    徳永 信, 濵﨑 昭行, 中村 憲治

    第26回 若手研究者のためのセミナー  2014.11 

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    Event date: 2014.11

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 金ナノ粒子触媒によるシクロアルカノンの液相アンモオキシム化反応

    徳永 信, 濵﨑 昭行, 平田 大地

    第47回 酸化反応討論会  2014.11 

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    Event date: 2014.11

    Language:Japanese  

    Venue:熊本   Country:Japan  

  • Carbonylation Reactions Catalyzed by Nickel–Gold Alloy under Carbon Monoxide Atmosphere International conference

    徳永 信, 濵﨑 昭行, 中村 憲治

    The 2nd International Conference on Organometallics and Catalysis (OM&Cat-2014)  2013.10 

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    Event date: 2014.10

    Language:Japanese  

    Venue:奈良   Country:Japan  

  • ランタンニッケル複合酸化物上での金クラスター生成とアリルアルコール類の触 媒的異性化反応

    徳永 信, 濵﨑 昭行

    第114回触媒討論会  2014.9 

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    Event date: 2014.9

    Language:Japanese  

    Venue:広島   Country:Japan  

  • 金クラスター触媒でのアリルアルコール異性化反応の理論的研究

    徳永 信

    第114回触媒討論会  2014.9 

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    Event date: 2014.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:広島   Country:Japan  

  • 水を用いたパラジウム触媒による末端選択的なアルケンへの酸素官能基の導入

    徳永 信, 濵﨑 昭行, 万谷 航平

    第61回有機金属化学討論会  2014.9 

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    Event date: 2014.9

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 金属酸化物担持金ナノ粒子触媒を用いたC-H 活性化を経るビフェニル化合物の合成

    徳永 信, 濵﨑 昭行, 三瀬 喜之, 明日 亮太

    第61回有機金属化学討論会  2014.9 

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    Event date: 2014.9

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 担持パラジウム触媒と酸素を用いる酸化的カップリング反応と選択的酸化反応の開発

    徳永 信, 濵﨑 昭行, 張 振中, 橋口 大真

    第61回有機金属化学討論会  2014.9 

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    Event date: 2014.9

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • Asymmetric hydrolysis of α-chiralesters using chiral quanternary ammonium catalysts International conference

    徳永 信, 濵﨑 昭行, 武久 克磨

    The 4th International Conference on MEXT Project of Integrated Research on Chemical Synthesis & ICOMC 2014 Pre-symposium in Kyoto  2014.7 

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    Event date: 2014.7

    Language:Japanese  

    Venue:京都   Country:Japan  

  • シンコナアルカロイド由来不斉四級アンモニウム塩を触媒に用いたカルボン酸 エステルの不斉加水分解

    徳永 信, 濵﨑 昭行, 武久 克磨

    第 51回化学関連支部合同九州大会  2014.6 

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    Event date: 2014.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • ビナフチル骨格を有する 新規不斉四級ホスホニウム塩の合成

    徳永 信, 濵﨑 昭行, 樋谷 祐貴

    第 51回化学関連支部合同九州大会  2014.6 

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    Event date: 2014.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持パラジウム触媒を用いたシクロヘキサノンからのアリールアルキルエーテ ル類の合成

    徳永 信, 濵﨑 昭行, 橋口  大真, 張 振中

    第 51回化学関連支部合同九州大会  2014.6 

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    Event date: 2014.6

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 酸化物担持金ナノ粒子触媒 を用いるフタル酸ジメチルの酸化的カップリング反応

    徳永 信, 濵﨑 昭行, 三瀬 喜之

    分子活性化-有機分子触媒合同シンポジウム  2014.6 

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    Event date: 2014.6

    Language:Japanese  

    Venue:札幌   Country:Japan  

  • 有機触媒によるエステル不 斉加水分解および固体触媒との協同触媒の開発

    徳永 信

    分子活性化-有機分子触媒合同シンポジウム  2014.6 

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    Event date: 2014.6

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:札幌   Country:Japan  

  • パラジウムナノ粒子と酸化コバルト担体の協働作用によるヨウ化ベンゼンのホルミル化反応

    徳永 信, 石田 玉青, 濵﨑 昭行

    日本薬学会第134年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:熊本県   Country:Japan  

  • 担持金触媒前駆体中の金 の状態

    徳永 信, 石田 玉青, 濵﨑 昭行

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛知県   Country:Japan  

  • Au-Cu 粉末合金の新規調製法の 開発

    徳永 信, 石田 玉青, 濵﨑 昭行

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛知県   Country:Japan  

  • 担持金触媒前駆体中の金 の状態

    徳永 信, 石田 玉青, 濵﨑 昭行, 相川 翔平, 三瀬 喜之

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛知県   Country:Japan  

  • 金属酸化物担持金ナノ粒 子触媒を用いた芳香族化合物の酸化的カップリング反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 相川 翔平, 三瀬 喜之

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛知県   Country:Japan  

  • 新規不斉四級ホスホニウ ム塩の合成

    徳永 信, 石田 玉青, 濵﨑 昭行, 樋谷 祐貴

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese  

    Venue:愛知県   Country:Japan  

  • 水を求核剤とするパラジ ウム錯体触媒を用いた末端アルケンからの第一級アリ ルアルコール合成反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 万谷 航平

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛知県   Country:Japan  

  • 担持パラジウム触媒を用 いるシクロヘキサノンから環状エノン、フェノール、 およびフェニルエーテルへの酸化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 張 振中, 橋口 大真

    日本化学会第94春季年会  2014.3 

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    Event date: 2014.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:愛知県   Country:Japan  

  • 金ナノ粒子触媒によるC-H 結 合活性化を経るビフェニル化合物の合成

    徳永 信, 石田 玉青, 濵﨑 昭行, 相川 翔平, 三瀬 喜之

    第113回触媒討論会  2014.3 

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    Event date: 2014.3

    Language:Japanese  

    Venue:愛知県   Country:Japan  

  • 担持パラジウム触媒による液相条件下におけるフルフラールの脱カルボニル化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 金城 浩太

    第113回触媒討論会  2014.3 

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    Event date: 2014.3

    Language:Japanese  

    Venue:愛知県   Country:Japan  

  • 金触媒を用いたシクロアルカノンのアンモオキシム化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 平田 大地

    第113回触媒討論会  2014.3 

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    Event date: 2014.3

    Language:Japanese  

    Venue:愛知県   Country:Japan  

  • 担持パラジウム触媒を用いたシクロヘキサノンからのアルコキシベンゼンの合成

    徳永 信, 石田 玉青, 濵﨑 昭行, 張 振中, 橋口 大真

    第113回触媒討論会  2014.3 

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    Event date: 2014.3 - 2013.3

    Language:Japanese  

    Venue:愛知県   Country:Japan  

  • Intermolecular Hydroaminomethylation and Intramolecular Cyclocarbonylation of Olefins Catalyzed by Heterogeneous Cobalt Oxide-based Catalyst International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 相川 翔平

    The 3rd International Conference on the MEXT Project of Integrated Research on Chemical Synthesis, Synergy of Theory and Molecular Transformation  2014.1 

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    Event date: 2014.1

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • Palladium-Catalyzed Terminal Functionalization of Alkenes with Oxygen Nucleophiles to give Allyl Alcohol Derivatives International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 万谷 航平

    The 3rd International Conference on the MEXT Project of Integrated Research on Chemical Synthesis, Synergy of Theory and Molecular Transformation  2014.1 

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    Event date: 2014.1

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • Preparation of Au–Ni Alloy Catalysts and its Catalytic Performance for Hydrogenolysis of Benzylic Alcohols International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 山本 裕典

    The 3rd International Conference on the MEXT Project of Integrated Research on Chemical Synthesis, Synergy of Theory and Molecular Transformation  2014.1 

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    Event date: 2014.1

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • Oxidation of Cyclohexanones to Cyclic Enones, Phenols, and its Derivatives over Supported Palladium Catalysts International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 橋口 大真

    The 3rd International Conference on the MEXT Project of Integrated Research on Chemical Synthesis, Synergy of Theory and Molecular Transformati  2014.1 

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    Event date: 2014.1

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 金を助触媒としたハイパフォーマンスな有機合成

    徳永 信

    第3回公開シンポジウム「ナノ界面が生み出す次世代機能  2013.12 

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    Event date: 2013.12

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 貴金属ナノ粒子を担持した金属酸化物から発生する金属カルボニル 類似活性種を利用したカルボニル化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 中村 憲治

    第39回反応と合成の進歩シンポジウム  2013.11 

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    Event date: 2013.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • キラル四級アンモニウム塩を用いたα-キラルエステル類の不斉加水分解

    徳永 信, 石田 玉青, 濵﨑 昭行, 武久 克磨

    第39回反応と合成の進歩シンポジウム  2013.11 

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    Event date: 2013.11

    Language:Japanese  

    Venue:福岡   Country:Japan  

  • キラル相間移動触媒を用いたエステルの不斉加水分解反応

    徳永 信

    第4回統合物質シンポジウム「ダイナミックに機能する統合物質の創製」  2013.10 

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    Event date: 2013.10 - 2013.11

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:札幌   Country:Japan  

  • 多孔性共役系高分子触媒の合成とその反応性

    徳永 信, 石田 玉青, 濵﨑 昭行, 金城  浩太

    第3回化学フェスタ  2013.10 

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    Event date: 2013.10

    Language:Japanese  

    Venue:東京   Country:Japan  

  • Aerobic oxidation of cyclohexanones to cyclic enones, phenols, and phenyl ethers catalyzed by supported Pd(OH)2

    徳永 信, 石田 玉青, 濵﨑 昭行, 張 振中

    第3回化学フェスタ  2013.10 

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    Event date: 2013.10

    Language:Japanese  

    Venue:東京   Country:Japan  

  • 錯体触媒、有機触媒、固体触媒の違いとこれから

    徳永 信

    触媒有機化学セミナー  2013.10 

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    Event date: 2013.10

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 不斉相間移動触媒を用いたエステル塩基加水分解の不斉反応化

    徳永 信, 石田 玉青, 濵﨑 昭行, 武久 克磨

    第112回触媒討論会  2013.9 

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    Event date: 2013.9

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:秋田   Country:Japan  

  • 酸化物担持パラジウム触媒を用いた末端アルケンの酸化的アセトキシ化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 呉 祺勲

    第112回触媒討論会  2013.9 

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    Event date: 2013.9

    Language:Japanese  

    Venue:秋田   Country:Japan  

  • パラジウム触媒による末端アルケンからの第一級アリルアルコールの合成

    徳永 信, 石田 玉青, 濵﨑 昭行, 万谷 航平

    第60回有機金属化学討論会  2013.9 

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    Event date: 2013.9

    Language:Japanese  

    Venue:東京   Country:Japan  

  • Transformations of terminal alkenes into primary allylic alcohols and derivatives via palladium catalyzed allylic C-H oxidation International conference

    徳永 信, 石田 玉青, 濵﨑 昭行

    The Sixteenth International Symposium on Relations between Homogeneous and Heterogeneous Catalysis (ISHHC-16)  2013.8 

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    Event date: 2013.8

    Language:Japanese  

    Venue:札幌市   Country:Japan  

  • Dynamic Kinetic Resolution on Asymmetric Ester Hydrolysis using Chiral Quaternary Ammonium Catalysts Invited International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 武久 克磨

    The Sixteenth International Symposium on Relations between Homogeneous and Heterogeneous Catalysis (ISHHC-16)  2013.8 

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    Event date: 2013.8

    Language:English   Presentation type:Oral presentation (general)  

    Venue:札幌市   Country:Japan  

  • Synthesis of Carbazoles and Dibenzofurans by Supported Pd(OH)2-Catalyzed Intramolecular Oxidative Coupling Reaction International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 張 振中

    The Sixteenth International Symposium on Relations between Homogeneous and Heterogeneous Catalysis (ISHHC-16)  2013.8 

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    Event date: 2013.8

    Language:English  

    Venue:札幌市   Country:Japan  

  • 不斉加アルコール分解反応を利用した速度論的光学分割によるリンキラル化合物 及びその誘導体の合成

    徳永 信, 石田 玉青, 濵﨑 昭行, 伊藤 寿, 横尾 嘉寛

    第50回化学関連支部合同九州大会  2013.7 

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    Event date: 2013.7

    Language:Japanese  

    Venue:北九州市   Country:Japan  

  • 金-ニッケル合金から発生するニッケルカルボニル類似活性種によるアルケニ ルおよびアリールハライドのカルボニル化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 西川 裕昭, 中村 憲治

    第50回化学関連支部合同九州大会  2013.7 

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    Event date: 2013.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • 担持パラジウム触媒による1- アルケンの酸化的末端アセトキシ化反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 呉 祺勛

    第50回化学関連支部合同九州大会  2013.7 

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    Event date: 2013.7

    Language:Japanese  

    Venue:北九州   Country:Japan  

  • Characterization of Au-Ni alloy catalysts and applicationfor hydrogenation Invited International conference

    徳永 信, 石田 玉青, 石田 玉青, 西川 裕昭, 山本 裕典

    The 21st Joint Seminar of KB-CSJ and BB-KCS  2013.6 

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    Event date: 2013.6

    Language:Japanese  

    Venue:Busan   Country:Korea, Republic of  

  • Transformations of terminal alkenes into primary allylic alcohols and derivatives via palladium catalyzed allylic C–H oxidation International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 万谷 航平, 富田 廉

    The 21st Joint Seminar of KB-CSJ and BB-KCS, Busan  2013.6 

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    Event date: 2013.6

    Language:Japanese  

    Venue:Busan   Country:Korea, Republic of  

  • Asymmetric base hydrolysis with chiral phase-transfer catalysts International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 山本英治, 中村亮太, 武久 克磨

    The 21st Joint Seminar of KB-CSJ and BB-KCS, Busan  2013.6 

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    Event date: 2013.6

    Language:Japanese  

    Venue:Busan   Country:Korea, Republic of  

  • Isomerization of allylic alcohols to aldehydes with supported Au catalysts International conference

    徳永 信, 石田 玉青, 濵﨑 昭行, 相本 淳

    The 21st Joint Seminar of KB-CSJ and BB-KCS  2013.6 

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    Event date: 2013.6

    Language:Japanese  

    Venue:Busan   Country:Korea, Republic of  

  • 金担持触媒を用いたアリルアルコールのアルデヒドへの異性化

    徳永 信, 石田 玉青, 濵﨑 昭行, 相本 淳

    第111回触媒討論会  2013.3 

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    Event date: 2013.3

    Language:Japanese  

    Venue:大阪   Country:Japan  

  • リンキラル化合物の不斉加アルコール分解による速度論的光学分割

    徳永 信, 石田 玉青, 濵﨑 昭行, 伊藤 寿, 横尾 嘉寛

    2013.3 

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    Event date: 2013.3

    Language:Japanese  

    Venue:滋賀県   Country:Japan  

  • シンコナアルカロイド由来キラル相間移動触媒を用いた塩基加水分解によるN 保 護アミノ酸エステル類の動的速度論的光学分割

    徳永 信, 石田 玉青, 濵﨑 昭行, 中村 亮太

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:滋賀県   Country:Japan  

  • 水酸化パラジウム担持触媒を用いたジアリールアミン類の分子内カップリングに よるカルバゾールの合成

    徳永 信, 石田 玉青, 濵﨑 昭行, 横山 拓史, 大橋 弘範, 角田 亮介

    日本化学会第93春季年会  2013.3 

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    Event date: 2013.3

    Language:Japanese   Presentation type:Oral presentation (general)  

    Venue:滋賀県   Country:Japan  

  • 担持貴金属ナノ粒子による触媒反応-いつも元気をもらった鈴木先生に習って 異分野に挑戦中- Invited

    徳永 信

    鈴木正昭先生退職記念シンポジウム  2013.2 

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    Event date: 2013.2

    Presentation type:Oral presentation (general)  

    Venue:神戸   Country:Japan  

  • Dynamic Kinetic Resolution of N-protected amino acid esters by base hydrolysis with Chiral Phase-Transfer Catalysts International conference

    Nakamura R, Yamamoto E, Hamasaki A, Ishida T, Tokunaga M.

    First Japan – USA Organocatalytic Symposium  2012.12 

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    Event date: 2012.12

    Venue:Hawaii   Country:United States  

  • Asymmetric Hydrolytic Protonation of Alkenyl Esters and Hydrolysis of Axially Chiral Compounds with Chiral Phase-Transfer Catalysts International conference

    Nagai A, Yamamoto E, Hamasaki A, Ishida T, Kamachi T, Yoshizawa K, Tokunaga M.

    First Japan – USA Organocatalytic Symposium  2012.12 

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    Event date: 2012.12

    Venue:Hawaii   Country:United States  

  • Asymmetric Base Hydrolysis of Esters Catalyzed by Chiral Phase-transfer Catalysts Derived from Cinchona Alkaloids Invited International conference

    Makoto Tokunaga

    First Japan – USA Organocatalytic Symposium  2012.12 

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    Event date: 2012.12

    Presentation type:Oral presentation (general)  

    Venue:Hawaii   Country:United States  

  • Asymmetric Hydrolysis of Esters with Chiral Phase-transfer Catalysts International conference

    Eiji Yamamoto, Ayano Nagai, Ryota Nakamura, Katsuma Takehisa, Akiyuki Hamasaki, Tamao Ishida, Takashi Kamachi, Kazunari Yoshizawa, and Makoto Tokunaga

    The 2 nd International Conference on MEXT Project of Integrated Research  2012.12 

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    Event date: 2012.12

    Venue:名古屋   Country:Japan  

  • パラジウムナノ粒子と酸化コバルト担体の協奏的触媒作用によるヨウ化アリールのホルミル化

    安武裕太郎・則尾貴史・濱崎昭行・石田玉青・大橋弘範・横山拓史・秋田知樹・ 本間徹生・徳永信

    日本化学会西日本大会  2012.11 

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    Event date: 2012.11

    Venue:佐賀   Country:Japan  

  • キラル四級アンモニウム塩を触媒に用いる2-アリールプロピオン酸エステル類 の不斉加水分解反応

    武久克磨・山本英治・中村亮太・濱崎昭行・石田玉青・徳永信

    第5回有機触媒シンポジウム  2012.10 

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    Event date: 2012.10

    Venue:東京   Country:Japan  

  • シンコナアルカロイド由来四級アンモニウム塩を用いるエステルの触媒的不斉加 水分解反応 Invited

    徳永 信

    第5回有機触媒シンポジウム  2012.10 

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    Event date: 2012.10

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • Asymmetric Base Hydrolysis of Esters Catalyzed by Chiral Quaternary Ammonium Salts (Keynote) Invited International conference

    E. Yamamoto, D. Gokuden, A. Nagai, R. Nakamura, K. Takehisa, A. Hamasaki, T. Ishida, T. Kamachi, K. Yoshizawa, M. Tokunaga(依頼講演46)

    17 th Malaysian Chemical Congress 2012 (17MCC)  2012.10 

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    Event date: 2012.10

    Presentation type:Oral presentation (general)  

    Country:Malaysia  

  • パラジウム触媒を用いた末端アルケンからの酸化的アリルアルコール誘導体合成反応

    ○富田 廉・石田玉青・濱崎昭行・丸田秀平・徳永 信

    第2回CSJ化学フェスタ  2012.10 

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    Event date: 2012.10

    Venue:東京   Country:Japan  

  • 金ナノ粒子による担体酸化物の還元促進効果を利用した触媒反応

    徳永 信

    第110回触媒討論会  2012.9 

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    Event date: 2012.9

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • 担持貴金属触媒を用いたジアリールミン類からのカルバゾー合成

    角田亮介・石田玉青・濱崎昭行・大橋弘範・横山拓史・徳永信

    2012.9 

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    Event date: 2012.9

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • パラジウム触媒による酸化的な酸素求核剤の付加による末端アルケンのアリルア ルコール誘導体への変換反応

    富田廉・石田玉青・濱崎昭行・丸田秀平・徳永信

    第110回触媒討論会  2012.9 

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    Event date: 2012.9

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Au/Co3O4 catalyzed hydroaminomethylation and related carbonylations International conference

    A. Hamasaki, X. Liu, A. Muto, T. Ishida, T. Honma, H. Ohashi, T. Yokoyama, M. Tokunaga

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012), Post Conference  2012.9 

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    Event date: 2012.9

    Presentation type:Oral presentation (general)  

    Venue:Kyoto   Country:Japan  

  • Organic Transformations by Metal Oxide Supported Heterogeneous Gold Catalysts International conference

    Makoto Tokunaga

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012), CREST Symposium  2012.9 

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    Event date: 2012.9

    Presentation type:Oral presentation (general)  

    Venue:Tokyo   Country:Japan  

  • Dehydrogenation of Benzyl Alcohol Catalyzed by Phosphine-stabilized Au11 and Au101 Clusters International conference

    S. Nishiyama, T. Ishida, A. Hamasaki, M. Tokunaga, M. Haruta

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012)  2012.9 

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    Event date: 2012.9

    Venue:東京   Country:Japan  

  • Characterization of gold nanoparticles supported on nickel oxide by X-ray absorption spectroscopy and 197Au Mössbauer spectroscopy : Detection of gold alloy International conference

    D. Kawamoto, H. Nishikawa, H. Ohashi, H. Oji, T. Honma, Y. Kobayashi, A. Hamasaki, T. Ishida, Y. Okaue, M. Tokunaga, T. Yokoyama

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012)  2012.9 

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    Event date: 2012.9

    Venue:東京   Country:Japan  

  • A new method to make Ni(0) catalysts using Au nanoparticles and hydrogenolysis of benzylic alcohols International conference

    H. Nishikawa, D. Kawamoto, H. Ohashi, T. Honma, Y. Kobayashi, Y. Okaue, A. Hamasaki, T. Akita, T. Ishida, T. Yokoyama, M. Tokunaga

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012)  2012.9 

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    Event date: 2012.9

    Venue:東京   Country:Japan  

  • Metal Oxide- and Gold-Catalyzed Ammoxidation of Alcohols International conference

    T. Ishida, H. Watanabe, T. Takei, A. Hamasaki, M. Tokunaga, M. Haruta

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012)  2012.9 

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    Event date: 2012.9

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • Carbonylation Reactions using Cobalt Oxide Supported Gold Nanoparticles as Alternative Catalyst for Dicobalt Octacarbonyl International conference

    A. Hamasaki, A. Muto, S. Haraguchi, X. Liu, T. Honma, T. Ishida, M. Tokunaga

    The 6th International Conference on Gold Science, Technology and its Applications (Gold2012)  2012.9 

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    Event date: 2012.9

    Venue:東京   Country:Japan  

  • パラジウム触媒を用いる末端アルケンへの位置選択的な酸素求核剤の酸化的な付 加反応

    富田廉、石田玉青、濱崎昭行、丸田秀平、徳永信

    有機合成化学協会九州山口支部 第24回若手研究者のためのセミナー  2012.8 

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    Event date: 2012.8

    Venue:福岡   Country:Japan  

  • キラル相間移動触媒を用いたN-保護アミノ酸エステル類の不斉塩基加水分解反応

    中村亮太、山本英治、濱崎昭行、石田玉青、徳永信

    有機合成化学協会九州山口支部 第24回若手研究者のためのセミナー  2012.8 

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    Event date: 2012.8

    Venue:福岡   Country:Japan  

  • 金クラスター触媒によるアルコールの脱水素反応

    西山修平、石田玉青、濱崎昭行、徳永信、春田正毅

    有機合成化学協会九州山口支部 第24回若手研究者のためのセミナー  2012.8 

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    Event date: 2012.8

    Venue:福岡   Country:Japan  

  • 「ニッケル担持金ナノ粒子を用いたヨウ化アリールの アルコキシカルボニル化およびアミノカルボニル化反応」

    濱崎昭行、石田玉青、徳永信

    統合物質創製化学推進事業 第3回若手研究会  2012.7 

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    Event date: 2012.7

    Presentation type:Oral presentation (general)  

    Venue:滋賀県   Country:Japan  

  • 担持水酸化パラジウム触媒を用いるジフェニルエーテルからジベンゾフランへ の酸化反応

    張振中 石田玉青 角田亮介 濱崎昭行 徳永信

    第 49回化学関連支部合同九州大会  2012.6 

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    Event date: 2012.6

    Venue:北九州   Country:Japan  

  • 新規Pキラル配位子の合成とその応用

    横尾嘉寛 伊藤寿 濱崎昭行 石田玉青 徳永信

    第 49回化学関連支部合同九州大会  2012.6 

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    Event date: 2012.6

    Venue:北九州   Country:Japan  

  • シンコナアルカロイド由来相間移動触媒を用いたアミノ酸エステル類の不斉加 水分解反応

    中村亮太・山本英治・濱崎昭行・石田玉青・徳永信

    第 49回化学関連支部合同九州大会  2012.6 

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    Event date: 2012.6

    Venue:北九州   Country:Japan  

  • パラジウム触媒を用いる酸素求核剤の末端アルケンへの酸化的付加反応

    富田廉 石田玉青 濱崎昭行 丸田秀平 徳永信

    第 49回化学関連支部合同九州大会  2012.6 

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    Event date: 2012.6

    Venue:北九州   Country:Japan  

  • 酸化セリウム担持金ナノ粒子触媒を用いるアリルアルコールの異性化反応

    相本淳 石田玉青 濱崎昭行 後藤幸彦 徳永信

    第 49回化学関連支部合同九州大会  2012.6 

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    Event date: 2012.6

    Venue:北九州   Country:Japan  

  • コレステロールを側鎖に有する多孔性高分子パラジウム触媒の合成

    金城浩太 石田玉青 大沼雄太 秋田知樹 春田正毅 濱崎昭行 徳永信

    第 49回化学関連支部合同九州大会  2012.6 

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    Event date: 2012.6

    Venue:北九州   Country:Japan  

  • キラル四級アンモニウム塩を触媒に用いるエステルの不斉加水分解反応

    徳永 信

    新学術領域研究「有機分子触媒による未来型分子変換」第1回全体会議  2012.6 

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    Event date: 2012.6

    Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • コレステロール誘導体を含む多孔性高分子担持パラジウム触媒の合成

    石田玉青・金城浩太・濱﨑昭行・徳永信

    第3回統合物質シンポジウム「新エネルギーと物質創製」  2012.6 

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    Event date: 2012.6

    Venue:福岡   Country:Japan  

  • X線吸収分光法と197Au Mossbauer 分光法を用いた酸化銅担持金触媒 の状態分析

    川本大祐, 西川裕昭,大橋弘範,小林康浩,陰地宏,本間徹生, 濱崎昭行,岡上吉広,石田玉青,徳永信,横山拓史

    第72回分析化学討論会  2012.5 

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    Event date: 2012.5

    Presentation type:Oral presentation (general)  

    Venue:鹿児島   Country:Japan  

  • 水酸化ニッケル(II)に共沈させた金(III)イオンの金(0)への自動還元

    大橋弘範,川本大祐, 西川裕昭,小林康浩,陰地宏,本間徹生, 濱崎昭行,岡上吉広,石田玉青,徳永信,横山拓史

    第72回分析化学討論会  2012.5 

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    Event date: 2012.5

    Presentation type:Oral presentation (general)  

    Venue:鹿児島   Country:Japan  

  • Phase-Transfer Catalytic Base-Hydrolysis of Esters International conference

    E. Yamamoto, R. Nakamura, A. Nagai, T. Kamachi, K. Yoshizawa, A.

    Symposium on Molecular Chirality ASIA 2012 (MS ASIA 2012)  2012.5 

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    Event date: 2012.5

    Venue:福岡   Country:Japan  

  • 金ナノ粒子触媒による塩基無添加でのグリセン選択酸化反応

    ○高村玲那・石田玉青・濱崎昭行・武井孝・徳永信・春田正毅

    第109回触媒討論会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • コバルト触媒を用いる FT 反応条件下での高級アルコール合成

    柳原達也・劉小浩・濱崎昭行・○石田玉青・徳永信

    第109回触媒討論会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • 多孔性 共役系高分子内包パラジウムナノ粒触媒の合成とその触媒活性

    ○大沼雄太・石田玉青・秋田知樹・濱崎昭行・徳永信・春田正毅

    第109回触媒討論会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • 酸化ニッケル担持金ナノ粒子触媒を用いた金―ニッケル合金の調製及びそれを触 媒とする接触還元による脱水酸基反応

    ○西川裕昭・川本大祐・秋田知樹・濱崎昭行・大橋弘範・本間徹生・石田 玉青・岡上吉広・横山拓史・徳永信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • パラジウム担持触媒を用いたジフェニルアミンの分子内カップリングによるカル バゾールの合成

    ○角田亮介・秋田知樹・石田玉青・濱崎昭行・徳永信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • 酸化コバルト担持パラジウム触媒によるヨウ化アリールのホルミル化

    ○安武裕太郎・則尾貴史・濱崎昭行・石田玉青・大橋弘範・横山拓史・秋 田知樹・本間徹生・徳永信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • ニッケル担持金ナノ粒子をニッケルカルボニルの代替触媒として用いたハロゲン 化アリールのアルコキシカルボニル化

    藤丸由佳・○濱崎昭行・西川裕昭・石田玉青・秋田知樹・徳永 信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • 不斉相間移動触媒を用いたジエニルエステル類およびβ-ジケトン類の加水分解的 不斉プロトン化反応

    ○山本英治・御供田大地・永井あやの・蒲池高志・吉澤一成・濱崎昭行・ 石田玉青・徳永信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • キラル相間移動触媒を用いたアミノ酸エステル類の不斉塩基加水分解

    ○中村亮太・山本英治・濱崎昭行・石田玉青・徳永信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • ホスフィネート及びホスフィナイト型新規リンキラル配位子の開発

    ○伊藤 寿・横尾 嘉寛・野崎 航・濱崎 昭行・石田 玉青・正岡 重行・ 酒井 健・徳永 信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • コバルト酸化物担持ナノ粒子触媒を用いたカルボニル化反応

    ○武藤亜希子・濱崎昭行・石田玉青・徳永信

    日本化学会第92春季年会  2012.3 

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    Event date: 2012.3

    Presentation type:Oral presentation (general)  

    Venue:横浜   Country:Japan  

  • パラジウム錯体触媒を用いたアリル位酸化反応による末端アルケンからの第一級 アリルアルコール合成反応

    石田 玉青, 徳永 信, 濵﨑 昭行, 富田 廉

    日本化学会第93春季年会  2013.3 

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    Event date: 2012.3 - 2013.3

    Language:Japanese  

    Venue:滋賀県   Country:Japan  

  • キラル相間移動触媒によるエステル類の不斉加水分解反応 Invited

    徳永 信

    早稲田大学グローバルCOE「実践的化学知」第3回 キラルサイエンス&テクノロジー シンポジウム  2012.2 

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    Event date: 2012.2

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • Integrated Heterogeneous Catalysts Consisting of Pd Nanoparticles and Cobalt Oxide Supports

    A. Hamasaki, Y. Yasutake, T. Norio, ○T. Ishida, H. Ohashi, T. Yokoyama, T. Akita, T. Honma, and M. Tokunaga

    反応集積化の合成化学 平成23年度第2回成果報告会  2012.1 

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    Event date: 2012.1

    Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • Synergistic effect of gold nano-particle and oxide supports for catalytic reactions Invited International conference

    Makoto Tokunaga

    The 4 th Pusan National Univ. Global COE Kyushu Univ. Joint Symposium on Molecular Science and Technology  2011.12 

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    Event date: 2011.12

    Presentation type:Oral presentation (general)  

    Venue:釜山   Country:Korea, Republic of  

  • Hydrolytic Enantioselective Protonation Catalyzed by Chiral Quaternary Ammonium Salts International conference

    ○E. Yamamoto, D. Gokuden, A. Nagai, R. Nakamura, A. Hamasaki, T. Ishida, M. Tokunaga

    The 4 th Pusan National Univ. Global COE Kyushu Univ. Joint Symposium on Molecular Science and Technology  2011.12 

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    Event date: 2011.12

    Venue:釜山   Country:Korea, Republic of  

  • Alcoholysis and Hydrolysis of Alkenyl Esters and Ethers with Homogeneous Catalysis Invited International conference

    E. Yamamoto, H. Ito, A. Hamasaki, T. Ishida and M. Tokunaga

    The 6th International Conference on Cutting-Edge Organic Chemistry in Asia and The 2nd New Phase International Conference on Cutting-EdgeOrganic Chemistry in Asia  2011.12 

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    Event date: 2011.12

    Presentation type:Oral presentation (general)  

    Venue:香港  

  • Asymmetric Hydrolysis of Esters Catalyzed by Phase Transfer Catalysts International conference

    ○Yamamoto, E., Nagai, A., Nakamura, R., Hamasaki, A., T. Ishida, Tokunaga, M.

    International Symposium on Catalysis and Fine Chemicals 2011  2011.12 

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    Event date: 2011.12

    Presentation type:Oral presentation (general)  

    Venue:奈良   Country:Japan  

  • 酸化物担持金ナノ粒子触媒による有機合成および炭素資源変換反応 Invited

    徳永 信

    新化学技術推進協会、先端化学・材料技術部会・高選択性反応分科会  2011.12 

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    Event date: 2011.12

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • Asymmetric Hydrolytic Protonation of Dienyl Esters and Diketones for the Catalytic Enantioselective Synthesis of β-Tertiary Chiral Cyclic Enones International conference

    ○Eiji Yamamoto, Daichi Gokuden, Ayano Nagai, Akiyuki Hamasaki, Tamao Ishida, Makoto Tokunaga

    The 2011 Global COE International Symposium on Future Molecular Systems  2011.11 

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    Event date: 2011.11

    Venue:福岡   Country:Japan  

  • キラル相間移動触媒を用いたエステル類の不斉加水分解

    ○山本 英治, 永井 あやの, 中村 亮太, 濱崎昭行, 石田 玉青, 徳永 信

    第100回有機合成シンポジウム  2011.11 

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    Event date: 2011.11

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • In situ Generation of Cobalt Carbonyl-like Active Species from Gold Nanoparticles Deposited on Cobalt Oxide under Syngas Atmosphere International conference

    ○Akiyuki Hamasaki, Akiko Muto, Shingo Haraguchi, Xiaohao Liu, Tamao Ishida, Makoto Tokunaga

    1st International Symposium on Molecular Activation  2011.11 

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    Event date: 2011.11

    Venue:兵庫   Country:Japan  

  • X線吸収分光法と197Au Mössbauer分光法を用いた担持金触媒の状態分析

    ○川本大祐・西川裕昭・大橋弘範・陰地宏・本間徹生・小林康浩・濱崎昭 行・石田玉青・岡上吉広・徳永信・ 横山拓史

    第47回 X線分析討論会  2011.10 

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    Event date: 2011.10

    Venue:福岡   Country:Japan  

  • X線吸収分光法を用いた酸化ニッケル担持金触媒の状態分析

    ○西川裕昭、川本大祐、濱崎昭行、大橋弘範、本間徹生、石田玉青、岡上 吉広、横山拓史、徳永信

    第47回 X線分析討論会  2011.10 

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    Event date: 2011.10

    Venue:福岡   Country:Japan  

  • Pd/Co Integrated Heterogeneous Catalysts for Formylation of Aryl Iodides International conference

    ○T. Ishida, Y. Yasutake, T. Norio, A. Hamasaki, T. Akita, H. Ohashi, M. Tokunaga

    The Seventh International Symposium on Integrated Synthesis (ISIS-7)  2011.10 

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    Event date: 2011.10

    Presentation type:Oral presentation (general)  

    Venue:神戸   Country:Japan  

  • 金属酸化物および金属酸化物担持金ナノ粒子触媒を用いたアルコールのアンモ酸化

    ○石田玉青・渡部寛人・角田亮介・濱崎昭行・徳永信・春田正毅

    第108回触媒討論会  2011.9 

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    Event date: 2011.9

    Presentation type:Oral presentation (general)  

    Venue:北見   Country:Japan  

  • 酸化コバルト担持パラジウム触媒によるヨウ化アリールのホルミル化

    則尾貴史・安武祐太郎・濱崎昭行・石田玉青・大橋弘範・○徳永信

    2011.9 

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    Event date: 2011.9

    Presentation type:Oral presentation (general)  

    Venue:北見   Country:Japan  

  • Syngas Transformation By Cobalt Oxide Supported Gold Nanoparticle Catalysts Invited International conference

    Makoto Tokunaga

    14th Asian Chemical Congress 2011、Contemporary Chemistry for Sustainability and Economic Suffucuency  2011.9 

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    Event date: 2011.9

    Presentation type:Oral presentation (general)  

    Venue:Bangkok   Country:Thailand  

  • Auナノ粒子を用いたNi(0)触媒の新たな調製法と接触還元によるベンジルアルコール類の脱水酸基化反応

    西川裕昭、川本大祐、濱崎昭行、大橋弘範、本間徹生、石田玉青、岡上吉 広、横山拓史、徳永信

    第23回若手研究者のためのセミナー、有機合成化学協会九州山口支部  2011.8 

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    Event date: 2011.8

    Venue:福岡   Country:Japan  

  • 酸化物担持金属ナノ粒子の触媒機能を探る Invited

    徳永 信

    第23回若手研究者のためのセミナー、有機合成化学協会九州山口支部  2011.8 

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    Event date: 2011.8

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • 新規リンキラル配位子の合成による不斉触媒反応の開発

    伊藤寿、野崎航、濱崎昭行、石田玉青、徳永信

    第23回若手研究者のためのセミナー、有機合成化学協会九州山口支部  2011.8 

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    Event date: 2011.8

    Venue:福岡   Country:Japan  

  • コバルト触媒を用いるフィッシャー・トロプシュ反応による高級アルコール合成

    柳原達也、劉小浩、濱崎昭行、石田玉青、徳永信

    第23回若手研究者のためのセミナー、有機合成化学協会九州山口支部  2011.8 

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    Event date: 2011.8

    Venue:福岡   Country:Japan  

  • パラジウムナノ粒子を内包した多孔性共役高分子触媒の合成とその水素化触媒活性

    大沼雄太、石田玉青、濱崎昭行、徳永信、春田正毅

    第23回若手研究者のためのセミナー、有機合成化学協会九州山口支部  2011.8 

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    Event date: 2011.8

    Venue:福岡   Country:Japan  

  • Au/NiO触媒の異なる還元操作がもたらすAuの変化

    ○川本 大祐,西川 裕昭,大橋 弘範,陰地 宏,本間 徹生,濱崎 昭行,石田 玉青,徳 永 信,岡上 吉広,横山 拓史

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Venue:北九州   Country:Japan  

  • Au11, Au101クラスターの合成とベンジルアルコールの脱水素触媒活性

    ○西山 修平、石田 玉青、徳永 信、春田 正毅

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Venue:北九州   Country:Japan  

  • Ni(0)触媒の新たな調製法と接触還元によるベンジル位の脱水酸基反応

    ○西川裕昭、川本大祐、濱崎昭行、大橋弘範、本間徹生、石田玉青、岡上吉 広、横山拓史、徳永信

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Venue:北九州   Country:Japan  

  • 新規リンキラル配位子の合成と不斉鈴木-宮浦反応への応用

    ○野崎 航、伊藤寿、濱崎昭行、正岡 重行、 酒井 健、徳永 信

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Country:Japan  

  • 相間移動触媒を用いたエステル類の不斉加水分解

    ○山本英治、中村亮太、永井あやの、大村直也、佐久間毅、濱崎昭行、徳永信

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Venue:北九州   Country:Japan  

  • 沈殿法により調製した銅固体触媒を用いた薗頭-萩原カップリング反応

    ○安武 裕太郎、濱崎 昭行、石田 玉青、徳永 信

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Venue:北九州   Country:Japan  

  • コバルト触媒によるフィッシャー・トロプシュ条件下での直鎖アルコール合成

    ○柳原 達也、劉 小浩、濱崎 昭行、大橋 弘範、徳永 信

    第48回化学関連支部合同九州大会  2011.7 

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    Event date: 2011.7

    Venue:北九州   Country:Japan  

  • 相間移動触媒を用いたエステル類の不斉加水分解

    ○山本 英治・永井 あやの・濱崎 昭行・徳永 信

    第21回福岡万有シンポジウム  2011.5 

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    Event date: 2011.5

    Venue:福岡   Country:Japan  

  • PdO/Co3O4 catalyzed formylation reaction of aryl iodides: cooperative effect of palladium nanoparticles and cobalt oxide support. International conference

    ○Akiyuki Hamasaki・Takafumi Norio・Hironori Ohashi・Takushi Yokoyama・ Makoto Tokunaga

    The 2011 International Symposium on Molecular Systems, Global COE for young researchers  2011.5 

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    Event date: 2011.5

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • 酸化コバルト担持金ナノ粒子触媒を利用したカルボニル化反応

    ○濱崎 昭行・武藤 亜希子・原口慎吾・山根義弘・劉 小浩・徳永 信

    第107回触媒討論会  2011.3 

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    Event date: 2011.3

    Venue:東京   Country:Japan  

  • 相間移動触媒を用いた塩基加水分解による軸不斉化合物の不斉加水分解

    ○永井 あやの・山本 英治・濱崎 昭行・徳永 信

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3

    Venue:横浜   Country:Japan  

  • 酸化コバルト担持パラジウム触媒を用いたハロゲン化アリールのホルミル化

    ○則尾 貴史・濱崎 昭行・劉 小浩・大橋 弘範・徳永 信

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3

    Venue:横浜   Country:Japan  

  • コバルト触媒によるFT条件下での直鎖アルコール合成

    ○柳原 達也・劉 小浩・濱崎 昭行・大橋 弘範・徳永 信

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3

    Venue:横浜   Country:Japan  

  • 相間移動触媒を用いた塩基加水分解反応によるアズラクトン類の動的速度論分割

    ○中村 亮太・山本 英治・濱崎 昭行・徳永 信

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3

    Venue:横浜   Country:Japan  

  • 相間移動触媒を用いたエノールエステル類の不斉加水分解

    ○山本 英治・永井 あやの・濱崎 昭行・徳永 信

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3

    Venue:横浜   Country:Japan  

  • コバルト酸化物担持金触媒によるエポキシドのアルコキシカルボニル化反応

    ○武藤 亜希子・濱崎 昭行・劉 小浩・徳永 信

    日本化学会第91春季年会  2011.3 

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    Event date: 2011.3

    Venue:横浜   Country:Japan  

  • ノーベル賞と有機化学

    徳永信

    山口県立徳山高校魁講座III  2011.3 

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    Event date: 2011.3

    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:山口県立徳山高校   Country:Japan  

  • 金ナノ粒子複合金属触媒を用いる新規カルボニル化反応 Invited

    徳永 信

    住友化学  2011.1 

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    Event date: 2011.1

    Presentation type:Oral presentation (general)  

    Venue:住友化学(大阪)   Country:Japan  

  • Asymmetric Hydrolysis of Esters Catalyzed by Chiral Phase Transfer Catalysts.

    E. Yamamoto; A. Nagai; A. Hamasaki; M. Tokunaga

    he 3 rd Global COE Kyushu Univ.-Pusan National Univ. Joint Symposium on Molecular Science and Technology  2011.1 

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    Event date: 2011.1

    Country:Japan  

  • Kinetic resolution of P-chirogenic compounds by palladium catalyzed alcoholysis of vinyl ethers. International conference

    H. Itoh; E. Yamamoto; S. Masaoka; K. Sakai; M. Tokunaga

    2010環太平洋国際化学会議  2010.12 

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    Event date: 2010.12

    Country:United States  

  • Supported gold nanoparticles-catalyzed one-pot synthesis of indoles and aniline derivatives from nitroarenes under hydrogenation condition. International conference

    Y. Yamane; X. Liu; A. Hamasaki; T. Ishida; M. Haruta; T. Yokoyama; M. Tokunaga

    2010環太平洋国際化学会議  2010.12 

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    Event date: 2010.12

    Country:United States  

  • Carbonylation reactions catalyzed by cobalt oxide supported gold nanoparticles under syngas atmosphere International conference

    A. Hamasaki; X. Liu; S. Haraguchi; Y. Yamane; M. Tokunaga

    2010環太平洋国際化学会議  2010.12 

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    Event date: 2010.12

    Country:United States  

  • 亜硝酸エステルによるアルコールの酸化反応

    ○桑田 英幸、濱崎 昭行、徳永 信

    第22回若手研究者のためのセミナー  2010.11 

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    Event date: 2010.11

    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:福岡   Country:Japan  

  • 金属酸化物担持ナノ粒子触媒を用いたカルボニル化反応

    ○濱崎昭行、則尾貴史、山根義弘、劉 小浩、徳永 信

    2010年 日本化学会西日本大会  2010.11 

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    Event date: 2010.11

    Presentation type:Oral presentation (general)  

    Venue:熊本   Country:Japan  

  • N-フューズポルフィリンルテニウム(II)錯体の合成と触媒反応

    ○平島侑弥、佐藤 歩、徳永 信、戸叶基樹、古田弘幸

    2010年 日本化学会西日本大会  2010.11 

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    Event date: 2010.11

    Venue:熊本   Country:Japan  

  • コバルト酸化物担持金触媒によるエポキシドのカルボアルコキシ化反応

    ○武藤亜希子、濱崎昭行、劉 小浩、徳永 信

    2010年 日本化学会西日本大会  2010.11 

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    Event date: 2010.11

    Presentation type:Oral presentation (general)  

    Venue:熊本   Country:Japan  

  • Cu(Ⅱ)触媒を用いたアズラクトンの不斉加アルコール分解による0次の速度論分割 の反応機構

    御供田 大地・濱崎 昭行・徳永 信

    57 回 有機金属化学討論会  2010.9 

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    Event date: 2010.9

    Venue:東京   Country:Japan  

  • パラジウム触媒を用いるブタジエンモノオキシドへのカルボン酸の位置選択的付 加反応

    丸田 秀平・中村 安希・濱崎 昭行・徳永 信

    第 57 回 有機金属化学討論会  2010.9 

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    Event date: 2010.9

    Venue:東京   Country:Japan  

  • Promoting Effect of Gold on CO2 Hydrogenation to Methanol over Cu/CeO2 Catalyst

    Xiaohao Liu・Makoto Tokunaga

    第 106回触媒討論会  2010.9 

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    Event date: 2010.9

    Venue:甲府   Country:Japan  

  • Highly Controllable Fischer-Tropsch Synthesis by in situ formed 1-olefines International conference

    Xiaohao Liu・Makoto Tokunaga

    6 th International Conference on Environmental Catalysis  2010.9 

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    Event date: 2010.9

    Venue:北京   Country:China  

  • Cu(Ⅱ)触媒によるアズラクトンの不斉加アルコール分解の反応機構

    ○御供田大地・濱崎昭行・徳永信

    第 47回化学関連支部合同九州大会  2010.7 

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    Event date: 2010.7

    Venue:北九州   Country:Japan  

  • 亜硝酸エステルを酸化剤に用いた酸化反応の研究

    ○桑田英幸・濱崎昭行・徳永信

    第 47回化学関連支部合同九州大会  2010.7 

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    Event date: 2010.7

    Venue:北九州   Country:Japan  

  • パラジウム固体触媒を用いたアリル化合物のカルボニル化反応

    ○則尾貴史・濱崎昭行・劉小浩・徳永信

    第 47回化学関連支部合同九州大会  2010.7 

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    Event date: 2010.7

    Venue:北九州   Country:Japan  

  • 酸化物担持金ナノ粒子触媒による合成反応 Invited

    徳永 信

    第43回有機金属若手の会/夏の学校2010  2010.7 

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    Event date: 2010.7

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • Carbonylation Reactions Catalyzed by Cobalt Carbonyl-like Species Generated from Au/Co3O4 International conference

    ○Hamasaki, A・Haraguchi, S・Muto, A・Yamane, Y・Liu, X, Tokunaga, M

    The 2010 Global COE International Symposium for Future Molecular  2010.6 

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    Event date: 2010.6

    Venue:福岡   Country:Japan  

  • 金ナノ粒子触媒による有機合成反応の展開 Invited

    徳永 信

    統合物質創製化学推進事業第一回若手研究会  2010.6 

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    Event date: 2010.6

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • 加アルコール分解によるリンキラル化合物の速度論的光学分割

    ○伊藤寿・山本英治・正岡重行・酒井健・徳永 信

    第20回万有福岡シンポジウム  2010.5 

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    Event date: 2010.5

    Venue:福岡   Country:Japan  

  • 亜硝酸エステルとパラジウム触媒によるアルコールの酸化

    ○桑田英幸・濱崎昭行・徳永信

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3

    Venue:大阪   Country:Japan  

  • 酸化コバルト担持金ナノ粒子を触媒とした環化カルボニル化反応

    劉小浩○濱崎昭行・山根義弘・徳永 信

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3

    Venue:大阪   Country:Japan  

  • Pd 固体触媒を用いたアリル化合物のカルボニル化反応

    ○則尾貴史・濱崎昭行・劉小浩・徳永信

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3

    Venue:大阪   Country:Japan  

  • パラジウム触媒を用いるブタジエンモノオキシドへのカルボン酸の付加反応

    ○丸田秀平・濱崎昭行・中村安希・徳永 信

    日本化学会第90春季年会  2010.3 

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    Event date: 2010.3

    Venue:大阪   Country:Japan  

  • CO2/CO hydrogenation to methanol over metal (M = Au, Cu, and Pd) supported on CeO2

    LIU, Xiaohao・TOKUNAGA, Makoto

    第105回触媒討論会  2010.3 

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    Event date: 2010.3

    Venue:京都   Country:Japan  

  • 水やアルコールの付加反応 ―不斉合成から石油化学まで― および亜硝酸エステ ルを酸化剤に用いるアルコールの酸化反応 Invited

    徳永 信

    宇部興産  2010.3 

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    Event date: 2010.3

    Presentation type:Oral presentation (general)  

    Venue:山口   Country:Japan  

  • 酸化コバルト担持金ナノ粒子による触媒反応

    劉小浩、濱崎昭行、徳永 信

    特定領域研究「協奏機能触媒」第7回公開シンポジウム  2010.3 

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    Event date: 2010.3

    Venue:東京   Country:Japan  

  • パラジウム触媒を用いるブタジエンモノオキシドへのカルボン酸の付加反応

    丸田秀平、中村安希、濱崎昭行、徳永 信

    第21回若手研究者のためのセミナー  2009.12 

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    Event date: 2009.12

    Country:Japan  

  • Intermolecular hydroaminomethylation of olefins and Intramolecular carbonylation-cyclization of 2-isopropylanilines over nanoparticles gold deposited on tricobalt tetraoxide for the synthesis of amines and amides International conference

    X. Liu, Y. Yamane, A. Hamasaki, M. Tokunaga

    International Symposium on Catalysis and Fine Chemicals 2009  2009.12 

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    Event date: 2009.12

    Venue:Seoul   Country:Korea, Republic of  

  • Oxide Supported Gold Nano-particle Catalysts for Organic Synthesis International conference

    Akiyuki Hamasaki, Xiaohao Liu, Yoshihiro Yamane, Shingo Haraguchi, Makoto Tokunaga,

    CRC international Symposium on “Innovation Driven by Catalysis-past  2009.12 

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    Event date: 2009.12

    Presentation type:Oral presentation (general)  

    Venue:札幌   Country:Japan  

  • High Performances of Gold Nano-particles Supported on Cobalt Oxide (Au/Co3O4) as an Alternative Catalyst for Homogeneous Cobalt Carbonyls International conference

    Makoto Tokunaga, Akiyuki Hamasaki, Xiaohao Liu, Yoshihiro Yamane, Shingo Haraguchi

    The 4th International Conference on Cutting-Edge Organic Chemistry  2009.11 

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    Event date: 2009.11 - 2009.12

    Venue:バンコク   Country:Thailand  

  • ORGANIC REACTIONS UTILIZING COBALT OXIDE SUPPORTED-GOLD NANOPARTICLES AS A SUBSTITUTE OF COBALT CARBONYL International conference

    ○Akiyuki Hamasaki, Shingo Haraguchi, Xiaohao Liu, Makoto Tokunaga

    he 4th International Symposium for Young Elements Chemists 2009 Workshop on Organometallic Chemistry  2009.10 

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    Event date: 2009.10

    Venue:福岡   Country:Japan  

  • 酸化コバルト担持金ナノ粒子をコバルトカルボニルの代替触媒とした有機反応

    ○濱崎昭行

    2009分子化学研究会  2009.10 

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    Event date: 2009.10

    Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • Kinetic Resolution of Chiral Vinyl Ethers via Palladium-catalyzed Alcoholysis International conference

    ○Eiji Yamamoto・Hisashi Ito・Takeshi Sakuma・Shigeyuki Masaoka・ Ken Sakai・Makoto Tokunaga

    The 2009 Global COE International Symposium for Future Molecular Systems  2009.9 

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    Event date: 2009.9

    Venue:福岡   Country:Japan  

  • Ru/Pd触媒によるアリルエステルの触媒的不可逆型加水分解反応

    中村麻美・濱崎昭行・宇都宮 賢・徳永 信

    第104回触媒討論会  2009.9 

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    Event date: 2009.9

    Presentation type:Oral presentation (general)  

    Venue:宮崎   Country:Japan  

  • コバルト酸化物担持金ナノ粒子が触媒するオレフィンのヒドロアミノメチル化反応

    ○劉 小浩・濱崎昭行・山根義弘・徳永 信

    第104回触媒討論会  2009.9 

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    Event date: 2009.9

    Presentation type:Oral presentation (general)  

    Venue:宮崎   Country:Japan  

  • 酸化コバルト担持金ナノ粒子をコバルトカルボニルの代替触媒として利用した カルボニル化反応

    ○濱崎昭行・原口 慎吾・劉 小浩・徳永 信

    第104回触媒討論会  2009.9 

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    Event date: 2009.9

    Presentation type:Oral presentation (general)  

    Venue:宮崎   Country:Japan  

  • パラジウム触媒を用いるブタジエンモノオキシドへの酢酸の付加反応

    ○丸田秀平・中村安希・濱崎昭行・徳永 信

    ユビキタス情報化社会を支える光利用有機・高分子化学、学生Workshop、福  2009.9 

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    Event date: 2009.9

    Presentation type:Symposium, workshop panel (public)  

    Venue:福岡   Country:Japan  

  • ビニルエーテルの加アルコール分解によるP-キラル化合物の速度論分割

    ○伊藤寿・山本英治・正岡重行・酒井健・徳永 信

    ユビキタス情報化社会を支える光利用有機・高分子化学、学生Workshop、福岡  2009.9 

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    Event date: 2009.9

    Presentation type:Symposium, workshop panel (public)  

    Venue:福岡   Country:Japan  

  • 金ナノ粒子触媒を用いたニトロ基の水素化による有機合成反応の開発

    ○山根 義弘・濱崎昭行・劉 小浩・石田 玉青・春田 正毅・徳永 信

    第 56 回有機金属化学討論会  2009.9 

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    Event date: 2009.9

    Venue:京都   Country:Japan  

  • 酸化コバルト担持金ナノ粒子触媒を用いたカルボニル化反応

    ○原口 慎吾・濱崎 昭行・劉 小浩・徳永 信

    第 56 回有機金属化学討論会  2009.9 

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    Event date: 2009.9

    Venue:京都   Country:Japan  

  • Kinetic Resolution of P-Chirogenic Compounds by Pd-Catalyzed Alcoholysis of Vinyl Ethers International conference

    ○Hisashi Ito, Eiji Yamamoto, Shigeyuki Masaoka, Ken Sakai, Makoto TOKUNAGA

    The 2 nd Yonsei Univ. BK21 & Kyushu Univ. Global COE Joint Sumposium on Fromtier Molecular Systems”  2009.8 

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    Event date: 2009.8

    Presentation type:Symposium, workshop panel (public)  

    Venue:Yonsei Univ.   Country:Korea, Republic of  

  • コバルト酸化物担持金ナノ粒子触媒によるPauson-Khand反応

    ○原口 慎吾,濱崎 昭行,劉 小浩,徳永 信

    第 46 回化学関連支部合同九州大会  2009.7 

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    Event date: 2009.7

    Venue:北九州   Country:Japan  

  • パラジウム触媒によるブタジエンモノオキシドへのカルボン酸の付加反応

    中村 安希, ○丸田 秀平,徳永 信

    第 46 回化学関連支部合同九州大会  2009.7 

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    Event date: 2009.7

    Venue:北九州   Country:Japan  

  • Ru/Pd二元触媒系によるアリルエステルの不可逆型加水分解反応

    中村 麻美,○濱崎 昭行,宇都宮 賢,徳永 信

    第 46 回化学関連支部合同九州大会  2009.7 

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    Event date: 2009.7

    Venue:北九州   Country:Japan  

  • Ru/Pd触媒によるエステルの不可逆型加水分解反応

    徳永 信

    特定領域研究「協奏機能触媒」第6回公開シンポジウム  2009.4 

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    Event date: 2009.4

    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • A remarkable deviation from ASF distribution on FTS over coprecipitated Co3O4-based catalysts

    Xiaohao LIU・Makoto TOKUNAGA

    第103回触媒討論会  2009.3 

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    Event date: 2009.3

    Presentation type:Oral presentation (general)  

    Venue:埼玉   Country:Japan  

  • コバルト酸化物担持金ナノ粒子が触媒するオレフィンのヒドロアミノメチル化反応

    劉 小浩○濱崎 昭行・山根 義弘・徳永 信

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3

    Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • Ru/Pd触媒によるアリルエステルの不可逆型加水分解反応

    大村 直也・中村 麻美・濱崎 昭行・宇都宮 賢・○徳永 信

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3

    Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • コバルト酸化物を基本とした触媒によるAnderson-Schultz-Flory分布からはずれ たFischer-Tropsch反応

    劉 小浩、○徳永 信

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3

    Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • 金ナノ粒子触媒を用いた、水素化条件下でのアルデヒドの還元的アミノ化

    ○山根 義弘・濱崎 昭行・劉 小浩・徳永 信

    日本化学会第89春季年会  2009.3 

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    Event date: 2009.3

    Presentation type:Oral presentation (general)  

    Venue:千葉   Country:Japan  

  • An Effective Substitution for Cobalt Carbonyl Catalyst: Application of Au/Co3O4 for Pauson-Khand Reaction and Other Cobalt Carbonyl Catalyzed Reactions

    Shingo Haraguchi, Akiyuki Hamasaki, Xiaohao Liu, Makoto Tokunaga

    Kyudai International Symposium on Photo and Supermolecular Chemistry  2009.3 

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    Event date: 2009.3

    Venue:福岡   Country:Japan  

  • Kinetic Resolution of P-Chiral Compounds via Alcoholysis

    Hisashi Itoh, Eiji Yamamoto, Shigeyuki Masaoka, Ken Sakai, Makoto Tokunaga

    Kyudai International Symposium on Photo and Supermolecular Chemistry  2009.3 

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    Event date: 2009.3

    Venue:福岡   Country:Japan  

  • コバルトカルボニル錯体触媒を代替する金ナノ粒子と担体酸化物の協同効果

    徳永 信

    Organometallic Seminar XXXVI  2008.12 

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    Event date: 2008.12

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • コバルトカルボニル錯体触媒を代替する金ナノ粒子触媒

    徳永 信

    特定領域研究「協奏機能触媒」第5回公開シンポジウム  2008.12 

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    Event date: 2008.12

    Venue:大阪   Country:Japan  

  • コバルト酸化物担持金ナノ粒子触媒を用いたアミドカルボニル化反応

    濱崎 昭行、劉 小浩、徳永 信

    2008年日本化学会西日本大会  2008.11 

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    Event date: 2008.11

    Presentation type:Oral presentation (general)  

    Venue:長崎大学   Country:Japan  

  • 金錯体触媒を用いるアルコールのオレフィンへの付加反応

    平井 俊史、中村 安希、徳永 信

    2008年日本化学会西日本大会  2008.11 

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    Event date: 2008.11

    Presentation type:Oral presentation (general)  

    Venue:長崎大学   Country:Japan  

  • Hydroformylation and Related Reactions Catalyzed by the Combination of Nanoparticles Au and Cobalt Oxide Invited International conference

    Makoto TOKUNAGA

    Global COE Program: Prof. Jean-Marie Lehn Symposium III  2008.10 

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    Event date: 2008.10

    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • ルテニウムおよびパラジウム錯体触媒を用いるアリルエステルおよびN-アリルア ミドの加水分解による脱アリル化反応

    中村 麻美、大村 直也、宇都宮 賢、徳永 信

    第55回有機金属化学討論会  2008.9 

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    Event date: 2008.9

    Venue:大阪   Country:Japan  

  • 金(I)錯体触媒を用いるヒドロアルコキシ化およびビニル交換反応

    中村安希、平井俊史、徳永 信

    第55回有機金属化学討論会  2008.9 

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    Event date: 2008.9

    Venue:大阪   Country:Japan  

  • パラジウム触媒を用いたビニルエーテル類の加アルコール分解による速度論的 光学分割

    佐久間 毅、伊藤 寿、山本 英治、正岡 重行、酒井 健、青山 洋史、 大洞 康嗣、辻 康之、徳永 信

    第55回有機金属化学討論会  2008.9 

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    Event date: 2008.9

    Venue:大阪   Country:Japan  

  • アリルエステル類の付加逆型加水分解反応の開発

    中村 麻美

    アリルエステル類の付加逆型加水分解反応の開発  2008.9 

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    Event date: 2008.9

    Venue:徳島   Country:Japan  

  • 金ナノ粒子触媒による新しい有機合成反応 Invited

    徳永 信

    第24回若手化学者のための化学道場  2008.9 

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    Event date: 2008.9

    Presentation type:Oral presentation (invited, special)  

    Venue:徳島   Country:Japan  

  • リン原子上に不斉点をもつ化合物の速度論的光学分割

    伊藤寿

    第24回若手化学者のための化学道場  2008.9 

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    Event date: 2008.9

    Venue:徳島   Country:Japan  

  • 均一系Au触媒を用いるビニルエーテルの交換反応

    中村安希

    第24回若手化学者のための化学道場  2008.9 

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    Event date: 2008.9

    Venue:徳島   Country:Japan  

  • 金属酸化物担持金ナノ粒子を触媒とするアミドカルボニル化反応

    ○濱崎昭行・劉 小浩・徳永 信

    第25回有機合成化学セミナー  2008.9 

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    Event date: 2008.9

    Country:Japan  

  • 金ナノ粒子触媒による水素化条件下での一段階インドール合成

    ○山根 義弘・劉 小浩・石田玉青・春田 正毅・徳永 信

    第25回有機合成化学セミナー  2008.9 

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    Event date: 2008.9

    Venue:熊本県   Country:Japan  

  • 酸化物担持金触媒による新しい有機合成反応、元素相乗系化合物の化学 Invited

    徳永 信

    第4回若手コロキウム  2008.9 

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    Event date: 2008.9

    Presentation type:Oral presentation (general)  

    Venue:北海道   Country:Japan  

  • パラジウム触媒を用いたN-アリルアミドの加水分解による脱アリル化反応

    ○大村直也・中村麻美・徳永 信

    第 45 回化学関連支部合同九州大会  2008.7 

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    Event date: 2008.7

    Venue:北九州   Country:Japan  

  • ビニルエーテルの加アルコール分解によるP-キラル化合物の速度論分割

    ○伊藤寿・佐久間毅・山本英治・正岡重行・酒井健・徳永 信

    第 45 回化学関連支部合同九州大会  2008.7 

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    Event date: 2008.7

    Venue:北九州   Country:Japan  

  • Direct C–H/C–H Homocoupling Catalyzed by Gold Nanoparticles Supported on Metal Oxides. International conference

    徳永 信, 濵﨑 昭行, 三瀬 喜之, 明日 亮太

    14th Tateshina Conference on Organic Chemistry  2014.11 

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    Language:Japanese  

    Venue:長野   Country:Japan  

  • ロジウム-カルベン骨格を有するナノサイズデンドリマー分子触媒を用いた ケトン類のヒドロシリル化反応

    藤原哲晶,佐藤広道,大洞康嗣,徳永 信,辻 康之

    石油学会関西支部 第15回研究発表会  2006.12 

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    Presentation type:Oral presentation (general)  

    Country:Japan  

  • 「柔軟ならびに剛直なデンドリマーを有するロジウム-カルベン錯体の合成と 触媒活性」(ポスター)

    藤原哲晶,佐藤広道,大洞康嗣,徳永 信,辻 康之

    環境保全のためのナノ構造制御触媒及び新材料の創製 公開シンポジウム  2007.1 

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    Venue:東京   Country:Japan  

  • カリックス[6 ]アレーン部位を有する新規単座トリアリールリン配位子の合成と一酸化炭素を用いたカルボニル化反応への利用

    窪内翔・大洞康嗣・藤原哲晶・徳永信・辻康之

    日本化学会第87春季年会  2007.3 

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    Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • 「Pd 触媒を用いた軸不斉化合物およびP-キラル化合物の速度論的光学分割」

    山本 英治・佐久間 毅・青山 洋史・大洞 康嗣・辻 康之・徳永 信

    日本化学会第87春季年会  2007.3 

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    Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • 加アルコール分解に基づく速度論的光学分割の進展

    徳永 信

    特定領域研究「協奏機能触媒」第二回公開シンポジウム  2007.6 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:東京   Country:Japan  

  • ルテニウム触媒によるアリルエステル類の不可逆型加水分解反応

    ○中村麻美,徳永信

    第44回化学関連支部合同九州大会  2007.7 

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    Venue:北九州   Country:Japan  

  • 位置選択性の制御を目指したオレフィン類への酸素求核剤の付加反応

    ○中村安希,徳永信

    第44回化学関連支部合同九州大会  2007.7 

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    Venue:北九州   Country:Japan  

  • ビニルエーテルの加アルコール分解による軸不斉化合物およびP-キラル化合物の速度論的分割

    ○佐久間毅,山本英治,青山洋史,大洞康嗣,辻康之,徳永信

    第44回化学関連支部合同九州大会  2007.7 

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    Venue:北九州   Country:Japan  

  • Kinetic Resolution of Axially Chiral and P-Chirogenic Compounds via Palladium-Catalyzed Alcoholysis of Vinyl Ethers International conference

    E. Yamamoto, T. Sakuma, H. Aoyama, Y. Obora, Y. Tsuji, M. Tokunaga

    14th IUPAC International Symposium on Organometallic Chemistry Directing Toward Organic Synthesis (OMCOS 14)  2007.8 

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    Venue:奈良   Country:Japan  

  • Effect of Bowl-Shaped Phosphine Ligands on the Palladium-Catalyzed Transformation of Aryl Halides International conference

    H. Ohta, T. Kobatake, T. Fujihara, M. Tokunaga Y. Obora, Y. Tsuji

    14th IUPAC International Symposium on Organometallic Chemistry Directing Toward Organic Synthesis (OMCOS 14)  2007.8 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:奈良   Country:Japan  

  • Synthesis of Rhodium(I) Complexes with N-Heterocyclic Carbene Ligands Bearing Dendrimers and Their Use in Hydrosilylation International conference

    T. Fujihara, H. Sato, Y. Obora, M. Tokunaga, Y. Tsuji

    14th IUPAC International Symposium on Organometallic Chemistry Directing Toward Organic Synthesis (OMCOS 14)  2007.8 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:奈良   Country:Japan  

  • Cross-coupling Reaction using Low-valent Titanium- and Niobium-Alkyne Reagent International conference

    Y. Obora, M. Kimura, H. Moriya, T. Ohtake, K. Takeshita, Y. Tada, M. Tokunaga, Y. Tsuji, Y. Ishii

    14th IUPAC International Symposium on Organometallic Chemistry Directing Toward Organic Synthesis (OMCOS 14)  2007.8 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:奈良   Country:Japan  

  • 水を反応剤に用いる触媒反応の開発-アリル化合物の加水分解反応 Invited

    徳永信

    2007.8 

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    Presentation type:Oral presentation (general)  

    Venue:三菱化学水島事業所   Country:Japan  

  • 加アルコール分解による軸不斉化合物およびP-キラル化合物の速度論的 光学分割

    佐久間毅,山本英治,青山洋史,大洞康嗣,辻康之,徳永信

    第100回触媒討論会  2007.9 

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    Venue:札幌   Country:Japan  

  • Metal Complexes-catalyzed Alcoholysis Reactions and Their Application to Kinetic Resolution International conference

    Makoto Tokunaga

    4th Japanese-Sino Symposium on Organic Chemistry for Young Scientists  2007.9 

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    Presentation type:Oral presentation (general)  

    Venue:成田   Country:Japan  

  • 速度論的光学分割の反応次数と反応機構 Invited

    徳永 信

    第1回若手交流合宿セミナー(万有財団、九州地区  2007.11 

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    Presentation type:Oral presentation (general)  

    Venue:北九州   Country:Japan  

  • Mechanism of Asymmetric Alcoholysis of Quaternary Azlactones Catalyzed by Cu(II)-DTBM-SEGPHOS Complexes International conference

    M. Tokunaga

    第二回配位空間の化学国際会議(ISCCS2007)  2007.12 

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    Venue:淡路   Country:Japan  

  • Catalytic Addition of Water and Alcohols to Organic Molecules

    M. Tokunaga

    The 1st Kyushu University Global COE/Yonsei University BK21 Joint Symposium on “Future Molecular Systems”  2008.2 

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    Presentation type:Oral presentation (general)  

    Venue:福岡   Country:Japan  

  • パラジウム触媒を用いたN-アリルアミドの加水分解による脱アリル化反応

    ○大村 直也・中村 麻美・徳永 信

    日本化学会第88春季年会  2008.3 

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    Venue:東京(立教大学)   Country:Japan  

  • ビニルエーテルの加アルコール分解によるP-キラル化合物の速度論分割

    ○伊藤 寿・佐久間 毅・山本 英治・徳永 信

    日本化学会第88春季年会  2008.3 

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    Venue:東京(立教大学)   Country:Japan  

  • 金錯体触媒を用いるオレフィンのヒドロアルコキシ化反応

    ○平井 俊史・中村 安希・徳永 信

    日本化学会第88春季年会  2008.3 

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    Venue:東京(立教大学)   Country:Japan  

  • 金錯体触媒を用いるビニルエーテルの交換反応

    ○中村 安希・徳永 信

    日本化学会第88春季年会  2008.3 

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    Venue:東京(立教大学)   Country:Japan  

  • 金触媒によるニトロアリールアルキンからの一段階インドール合成

    ○山根 義弘・劉 小浩・春田 正毅・徳永 信

    日本化学会第88春季年会  2008.3 

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    Venue:東京(立教大学)   Country:Japan  

  • コバルト酸化物担持金触媒によるオレフィン類のヒドロホルミル化反応

    劉 小浩・春田 正毅○徳永 信

    日本化学会第88春季年会  2008.3 

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    Venue:東京(立教大学)   Country:Japan  

  • Au/Co3O4 catalyst for the hydroformylation of olefins

    ○Xiaohao Liu, Masatake Haruta, Makoto Tokunaga

    第101回触媒討論会  2008.3 

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    Venue:東京   Country:Japan  

  • Mechanism of Asymmetric Alcoholysis of Quaternary Azlactones Catalyzed by Cu(II)-DTBM-SEGPHOS Complexes International conference

    Makoto Tokunaga

    The second International Symposium on Chemistry of Concerto Catalysis  2008.4 

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    Presentation type:Oral presentation (general)  

    Venue:東京   Country:Japan  

  • 金ナノ粒子触媒を用いたニトロアリールアルキンからの一段階インドール合成

    ○山根 義弘・劉 小浩・春田 正毅・徳永 信

    2008.5 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:福岡   Country:Japan  

  • 酸化コバルト担持金ナノ粒子触媒を用いた尿素誘導体合成反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 藤丸 由佳

    第25回若手研究者のためのセミナー 

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    Language:Japanese  

    Venue:福岡   Country:Japan  

  • 「Rhodium(I) Complexes with N-Heterocyclic Carbenes Bearing a2,3,4,5-Tetraphenylphenyl and Its Higher Dendritic Frameworks」(poster)

    T. Fujihara, H. Sato, M. Tokunaga, Y. Obora, Y. Tsuji

    元素相乗系の化学,第一回若手国際シンポジウム  2006.12 

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    Presentation type:Oral presentation (general)  

    Venue:京都   Country:Japan  

  • 動的速度論分割に基づく 2 位置換 3-オキソカルボン酸エステル類の触媒的不斉水素化

    北村雅人、大熊 毅、徳永 信、池田隆春、高谷秀正、野依良治

    第 56 回有機合成シンポジウム  1989.11 

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    Venue:東京  

  • 不斉水素化に有効な BINAP-Ru(II) 錯体の簡易合成

    北村雅人、徳永 信、大熊 毅、野依良治

    日本化学会第 62秋季年会  1991.9 

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    Venue:札幌  

  • 触媒的不斉水素化における動的速度論分割の定量的考察

    北村雅人、徳永 信、野依良治

    日本化学会第 61春季年会  1991.3 

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    Venue:横浜  

  • 動的速度論分割に基づく 2 位置換 3-オキソカルボン酸エステル類の触媒的不斉水素化

    北村雅人、大熊 毅、徳永 信、野依良治

    日本化学会第 59春季年会  1990.4 

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    Venue:横浜  

  • Stereoselective Hydrogenation of 2-Substituted 3-Oxo Carboxylic Esters Catalyzed by BINAP-Ruthenium(II) Complexes International conference

    野依良治、北村雅人、徳永 信

    第 10 回 Yale 大学化学科シンポジウム  1993.7 

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    Venue:Yale 大学   Country:United States  

  • 動的速度論分割の定量的解析

    北村雅人、徳永 信、野依良治

    第 62 回有機合成シンポジウム  1992.11 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:東京  

  • Mathematical Treatment of Kinetic Resolution of Chirally Labile Substrates

    北村雅人、徳永 信、野依良治

    Seventh IUPAC Symposium on Organo Metallic Chemistry directed towards OrganicSynthesis  1993.9 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:神戸  

  • Controlling Stereochemistry in C-C and C-H Bond Formation with Electronically Asymmetric Organometallics and Chiral Poisons International conference

    J. W. Faller、M. R. Mazzieri、J. T. Nguyen、J. Parr、徳永 信

    第 7 回有機合成指向有機金属化学国際会議 (OMCOS 7)  1993.9 

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    Venue:神戸  

  • 光学活性ヒドロキシアルキルホスホン酸類の不斉合成

    北村雅人、徳永 信、野依良治

    日本化学会第 67春季年会  1994.4 

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    Venue:東京  

  • Asymmetric Catalysis with Water: Efficient Kinetic Resolution of Terminal Epoxides by Means of Catalytic Hydrolysis

    Tokunaga, M.; Larrow, J. F.; Kakiuchi, F.; Jacobsen, E. N

    名古屋COEコンファレンス  1997.10 

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    Venue:名古屋  

  • 動的速度論分割に基づく光学活性 a-アミノ-b-ヒドロキシホスホン酸類の立体選択的合成

    北村雅人、徳永 信、 Pham Trang、野依良

    日本化学会第 69春季年会  1995.3 

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    Venue:京都  

  • 動的速度論分割に基づく立体選択的水素化反応 Invited

    野依良治、北村雅人、徳永 信

    モレキュラー・キラリティー」ワークショップ  1994.5 

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    Venue:京都  

  • 人工触媒による初めての不斉加水分解反応

    徳永 信

    慶応義塾大学理工学部物理学科木下一彦研の研究室セミナー  1998.2 

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    Venue:東京  

  • ルテニウム触媒を用いた水和反応による末端アルキンのアルデヒドへの変換反応

    徳永 信、若槻康雄

    日本化学会第74春季年会  1998.3 

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    Venue:京都  

  • コバルト触媒によるエポキシドの不斉加水分解反応 Invited

    徳永 信

    高砂香料工業 (株) にて講演  1998.6 

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    Presentation type:Oral presentation (general)  

    Venue:平塚  

  • ルテニウム触媒を用いる末端アルキンの反マルコフニコフ的水和反応

    徳永 信、福島智明、堀内 昭、若槻 康雄

    第14回基礎有機化学連合討論会  1998.11 

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    Venue:広島  

  • ルテニウム触媒を用いるアルキン類の分子間ヒドロアミノ化反応

    徳永 信、Eckert, Markus、若槻 康雄

    日本化学会第76春季年会  1999.3 

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    Presentation type:Oral presentation (general)  

    Venue:横浜  

  • ルテニウム触媒を用いるアルキン類のヒドロアミノ化反応

    徳永 信、Eckert, Markus、若槻 康雄

    第37回有機合成化学協会関東支部シンポジウム  1999.5 

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    Presentation type:Oral presentation (general)  

    Venue:東京  

  • Ruthenium Catalyzed Anti-Markovnikov Hydration of Terminal Alkynes International conference

    Makoto Tokunaga, Tomoaki Fukushima, Yasuo Wakatsuki

    Organometallics and Catalysis, pre-OMCOS Symposium  1999.7 

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    Venue:Rennes   Country:France  

  • ルテニウム触媒を用いる末端アルキンの反マルコフニコフ的水和反応

    徳永 信、福島智明、堀内 昭、若槻 康雄

    第46回有機金属化学討論会  1999.9 

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    Venue:大阪  

  • 速度論的工学分割の定量解析法と不斉加水分解、位置選択的水和、アミノ化法の開発

    徳永 信

    東京工業大学工学部化学工学科にて講演  1999.11 

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    Venue:東京  

  • ルテニウム触媒を用いた分子間ヒドロアミノ化に基づくインドール類の合成

    徳永 信、太田 充、芳賀正明、若槻 康雄

    第47回有機金属化学討論会  2000.10 

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    Venue:名古屋  

  • Ruthenium Catalyzed Intermolecular Hydroamination of Terminal Alkynes: A Practical Synthesis of Aromatic Ketimines

    Makoto Tokunaga, Markus Eckert, Yasuo Wakatsuki

    名古屋COE-RCMSコンファレンス  2000.1 

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    Venue:名古屋  

  • Highly Efficient Synthesis of Indoles from Anilines and Propargyl Alcohols via Ruthenium Catalyzed Intermolecular Hydroamination International conference

    Makoto Tokunaga, Mitsuru Ota, Masa-aki Haga, Yasuo Wakatsuki

    2000環太平洋化学国際会議  2000.12 

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    Venue:Honolulu   Country:United States  

  • ルテニウム触媒による水和およびアミノ化反応

    徳永 信

    有機金属若手研究者の会  2001.3 

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    Venue:大阪  

  • ルテニウム触媒による分子間ヒドロアミノ化反応を利用した含窒素複素環化合物の合成

    徳永 信、太田 充、鈴木俊彰、芳賀正明、若槻 康雄

    日本化学会第79春季年会  2001.3 

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    Venue:神戸  

  • ルテニウム触媒を用いた反マルコフニコフ水和による1-アルキンの直鎖アルデヒドへの変換反応

    鈴木俊彰、徳永 信、若槻 康雄

    日本化学会第79春季年会  2001.3 

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    Venue:神戸  

  • ルテニウム触媒による環境低負荷型インドール合成

    徳永 信

    第2回環境分子科学研究シンポジウム(理研シンポジウム)  2001.3 

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    Venue:埼玉  

  • ルテニウム触媒を用いる1-アルキンの水和によるアルデヒドの合成:反マルコフニコフ選択性の発現機構

    徳永 信、鈴木俊彰、古賀伸明、若槻 康雄

    第48回有機金属化学討論会  2001.9 

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    Venue:横浜  

  • ルテニウム触媒によるアルキン類への付加反応 Invited

    徳永 信

    若手研究者のための有機化学札幌セミナー  2001.11 

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    Venue:札幌  

  • 水やアミンを反応剤として利用する合成反 Invited

    徳永 信

    平成13年度後期有機合成化学講習会  2001.11 

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    Venue:東京  

  • ルテニウム触媒によるアルキン類への水和およびアミノ化反応 Invited

    徳永 信

    化学セミナー「21世紀の基礎有機化学」  2001.11 

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    Venue:札幌  

  • 遷移金属錯体触媒を用いるトリブチルスズシアニドのアセチレンへの付加反応

    バレタアンジェロサントス、大洞康嗣、徳永 信、辻 康之

    日本化学会第81春季年会  2002.3 

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    Venue:東京  

  • 1,3-オルタネートカリックス[4]アレーン構造を有する新規ホスフィン配位子の合成とその錯体形成

    竹中和浩、大洞康嗣、姜 麗宏、徳永 信、辻 康之

    日本化学会第81春季年会  2002.3 

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    Venue:東京  

  • 下部リム修飾型トリホスフィノカリックス[6]アレーンを配位子とする新規ロジウムカチオン錯体の合成

    姜 麗宏、大洞康嗣、竹中和浩、徳永 信、辻 康之

    日本化学会第81春季年会  2002.3 

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    Venue:東京  

  • Hydrolysis of Alkenyl Esters and Ethers Catalyzed by Metal Complexes Invited International conference

    M. Tokunaga, S. Hiraiwa, Y. Shirogane, Y. Obora, Y. Tsuji

    第二回蓼科有機化学国際会議  2002.11 

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    Venue:長野  

  • シリカゲルに吸着されたPd-BINAP錯体の不斉認識現象

    徳永 信、本田智子、若槻 康雄

    日本化学会第81春季年会  2002.3 

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    Venue:東京  

  • 人工触媒で水が付加する反応の位置や立体を制御する

    徳永 信

    科学技術振興事業団さきがけ研究21「形とはたらき」最終報告会  2002.11 

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    Venue:東京  

  • 水を反応させる有機化学反応 Invited

    徳永 信

    科学技術振興事業団第8回基礎研究報告会  2003.2 

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    Venue:東京  

  • ニッケル錯体触媒を用いたアセチレン‐チタン試剤とアリールハロゲン化物とのクロスカップリング反応

    大洞康嗣、森谷浩幸、徳永信、辻康之

    日本化学会第83春季年会  2003.3 

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    Venue:東京  

  • 半球型ナノサイズホスフィンを用いたロジウム触媒ヒドロシリル化における反応加速効果

    饒村修、徳永信、大洞康嗣、岩澤哲郎、辻康之

    日本化学会第83春季年会  2003.3 

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    Venue:東京  

  • 金属錯体触媒によるアルケニルエステルおよびエーテル類の加水分解反応

    徳永信、平岩晋一郎、白金友輝、大洞康嗣、辻康之

    日本化学会第83春季年会  2003.3 

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    Venue:東京  

  • 水を反応剤として利用する有機合成反応 Invited

    徳永 信

    明治大学科学技術研究所懇話会  2003.3 

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    Venue:東京  

  • 金属錯体触媒によるアルケニルエステルおよびエーテル類の加水分解反応

    徳永 信

    徳永 信  2003.6 

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    Venue:札幌  

  • 「水を反応剤に用いる新規な位置および立体選択的反応」 Invited

    徳永 信

    名古屋大学「21世紀COE化学教室セミナー」  2003.7 

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    Venue:名古屋  

  • Hydrolysis of Alkenyl Esters and Ethers Catalyzed by Metal Complexes International conference

    M.Tokunaga, H. Aoyama, S. Hiraiwa, Y. Shirogane, Y. Obora, Y. Tsuji

    The International Symposium on Dynamic Complexes (ISDC2003)  2003.8 

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    Venue:東京  

  • パラジウム錯体触媒によるアルコールの空気酸化:3位に大きな置換基を有するピリジン配位子の顕著な効果

    岩澤哲郎、徳永信、大洞康嗣、辻康之

    第50 回有機金属化学討論会  2003.9 

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    Venue:大阪  

  • Long-range Steric Effect of a Bowl-shaped Nono-sized Phosphine in the Rhodium Catalyzed Hydrosilylation International conference

    O. Niyomura, M. Tokunaga, Y. Obora, T. Iwasawa, Y. Tsuji

    The 14th CRC International Symposium on “Molecular Catalysis of the Next Generation”  2003.11 

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    Venue:札幌  

  • Rate Enhancement with a Bowl-Shaped Phosphine in the Rhodium-catalyzed Hydrosilylation International conference

    O. Niyomura, T. Iwasawa, M. Tokunaga, Y. Obora, Y. Tsuji

    The Ninth International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-9)  2003.11 

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    Venue:京都  

  • 金属触媒によるアルケニルエステルおよびエーテル類の加水分解反応:速度論的光学分割への応用

    徳永信、青山洋史、平岩晋一郎、白金友輝、大洞康嗣、辻康之

    第84 回有機合成シンポジウム  2003.11 

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    Venue:東京  

  • Palladium-catalyzed Air Oxidation of Alcohols. Remarkable Effect of Pyridine Ligands having a Large Substituent at 3-Position International conference

    T. Iwasawa, M. Tokunaga, Y. Obora, Y. Tsuji

    The 14th CRC International Symposium on “Molecular Catalysis of the Next Generation”  2003.11 

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    Venue:札幌  

  • Hydrolysis of Alkenyl Esters and Ethers Catalyzed by Metal Complexes International conference

    H. Aoyama, M. Tokunaga, S. Hiraiwa, Y. Shirogane, Y. Obora, Y. Tsuji

    The 14th CRC International Symposium on “Molecular Catalysis of the Next Generation”  2003.11 

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    Venue:札幌  

  • Capsule-shaped Iridium(I) and Rhodium(I) Complexes with Lower-rim Modified Triphosphinocalix[6]arene Ligand International conference

    Y. Liu, Y. Obora, M. Tokunaga, Y. Tsuji

    The 14th CRC International Symposium on “Molecular Catalysis of the Next Generation”  2003.11 

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    Venue:札幌  

  • 金属錯体触媒によるビニルエーテル類の不斉加水分解反応

    徳永信、青山洋史、平岩晋一郎、白金友輝、大洞康嗣、辻康之

    特定領域研究「動的錯体の自在制御化学」合同班会議  2003.12 

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    Venue:大阪  

  • Capsule-shaped Iridium(I) and Rhodium(I) Complexes with Lower-rim Modified Triphosphinocalix[6]arene Ligand

    Y Liu, Y. Obora, L.-H. Jiang, K. Takenaka, M. Tokunaga, Y. Tsuji

    北海道大学触媒化学研究センター新棟移転記念シンポジウム  2004.1 

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    Venue:札幌  

  • 金属触媒によるアルケニルエステルおよびエーテル類の加水分解反応:速度論的光学分割への応用

    青山洋史、徳永信、平岩晋一郎、白金友輝、大洞康嗣、辻康之

    北海道大学触媒化学研究センター新棟移転記念シンポジウム  2004.1 

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    Venue:札幌  

  • 単座および2座のデンドリマーホスフィン配位子−ロジウム錯体を用いる触媒的ヒドロホルミル化反応

    大橋淳史、大洞康嗣、大久保三輪子、徳永信、辻康之

    北海道大学触媒化学研究センター新棟移転記念シンポジウム  2004.1 

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    Venue:札幌  

  • 新規単座デンドリマーリン配位子—ロジウム錯体触媒を用いるヒドロホルミル化反応

    大久保三輪子・大洞康嗣・大橋淳史・徳永信・辻康之

    日本化学会第84春季年会  2004.3 

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    Venue:兵庫  

  • Homogeneous Palladium Catalyst Suppressing Pd Black Formation in Air Oxidation of Alcohols

    T. Iwasawa, M. Tokunaga, Y. Obora, Y. Tsuji

    北海道大学触媒化学研究センター新棟移転記念シンポジウム  2004.1 

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    Venue:札幌  

  • デンドリマービスホスフィン—ロジウム錯体を用いる触媒的ヒドロホルミル化反応

    大橋淳史・大洞康嗣・大久保三輪子・徳永信・辻康之

    日本化学会第84春季年会  2004.3 

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    Venue:兵庫  

  • NbCl3(DME)錯体を用いたケトンとアセチレンからの新規インデン誘導体の合成反応

    木村昌寛・大洞康嗣・徳永信・辻康之

    日本化学会第84春季年会  2004.3 

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    Venue:兵庫  

  • コバルト触媒を用いたビニルエーテル類の加水分解反応による速度論的光学分割

    青山洋史・徳永信・白金友輝・大洞康嗣・辻康之

    日本化学会第84春季年会  2004.3 

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    Venue:兵庫  

  • カリックス[6]アレーンホスフィン配位子を有するカプセル型ロジウムおよびイリジウム錯体の合成

    劉運奎・大洞康嗣・姜麗宏・竹中和浩・徳永信・辻康之

    日本化学会第84春季年会  2004.3 

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    Venue:兵庫  

  • 半球型ナノサイズホスフィンを用いたヒドロシリル化反応における遠隔位立体効果に関する研究

    岩澤哲郎・饒村修・徳永信・澤田直樹・大洞康嗣・辻康之

    日本化学会第84春季年会  2004.3 

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    Venue:兵庫  

  • Catalytic Hydroformylation by Rhodium Complexes with Dendrimer-Phosphine Ligands International conference

    Ohashi, A.; Okubo, M.; Obora, Y.; Tokunaga, M.; Tsuji, Y.

    International Symposium Sponsored by Graduate School of Science, Hokkaido University “Second Generation of Octahedral Metal Compounds: New Development and Perspects”  2004.5 

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    Venue:札幌  

  • Cobalt Complexes Catalyzed Hydrolytic Kinetic Resolution of Vinyl Ethers International conference

    Aoyama, H.; Tokunaga, M.; Hiraiwa, S.; Shirogane, Y.; Obora, Y.; Tsuji, Y.

    International Symposium Sponsored by Graduate School of Science, Hokkaido University “Second Generation of Octahedral Metal Compounds: New Development and Perspects”  2004.5 

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    Venue:札幌  

  • Capsule-shaped Iridium(I) and Rhodium(I) Complexes with Lower-rim Modified Triphosphinocalix[6]arene Ligand International conference

    Liu, Y.; Obora, Y.; Tokunaga, M.; Tsuji, Y.

    International Symposium Sponsored by Graduate School of Science, Hokkaido University “Second Generation of Octahedral Metal Compounds: New Development and Perspects”  2004.5 

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    Venue:札幌  

  • 有機金属化学的手法による不斉加水分解

    徳永 信

    第7回有機分子構築法「夏の学校」  2004.6 

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    Venue:徳島  

  • 錯体触媒を用いるアルケニルエーテル類の不斉加水分解反応

    徳永信・青山洋史・白金友輝・平岩晋一郎・大洞康嗣・辻康之

    日本化学会北海道支部2004年夏季研究発表会  2004.7 

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    Venue:苫小牧  

  • Nb(III)錯体を用いたケトンとアセチレンからの1,1,2-3置換インデン誘導体の合成反応

    木村昌寛・大洞康嗣・徳永信・辻康之

    日本化学会北海道支部2004年夏季研究発表会  2004.7 

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    Venue:苫小牧  

  • 「水を反応剤に用いる新規な位置および立体選択的反応」 Invited

    徳永 信

    第21回有機合成夏期大学  2004.7 

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    Venue:京都  

  • 人工触媒による不斉加水分解反応−有機合成の立場から−

    徳永 信

    科学技術振興機構主催、旧さきがけ研究21「形とはたらき」研究会  2004.8 

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    Venue:東京  

  • 「有機金属触媒による位置選択的水和および立体選択的加水分解反応」 Invited

    徳永 信

    第94回触媒討論会  2004.9 

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    Venue:仙台  

  • アリール塩化物を用いた鈴木-宮浦反応におけるテトラフェニルフェニル基を持つトリアリール型リン配位子の顕著な効果

    岩澤哲郎、徳永信、大洞康嗣、辻康之

    第51回有機金属化学討論会  2004.10 

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    Venue:東京  

  • トリホスフィノカリックス[6]アレーン配位子を有するイリジウム (I) およびロジウム(I)カチオン性錯体-有機分子の分子認識をともなう動的挙動

    大洞康嗣、劉運奎、姜麗宏、竹中和浩、徳永信、辻康之

    第51回有機金属化学討論会  2004.10 

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    Venue:東京  

  • テトラフェニルベンゼン環を持つ新規トリアリール型リン配位子によるアリール塩化物の高効率変換反応

    岩澤哲郎、徳永 信、大洞康嗣、辻康之

    環境保全のためのナノ構造制御触媒及び新材料の創製、JST公開シンポジウム  2004.11 

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    Venue:東京  

  • アルコールの空気酸化における新規ピリジン配位子のパラジウム黒析出制御効果

    岩澤哲郎、徳永信、大洞康嗣、辻康之

    第37回酸化反応討論会  2004.11 

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    Venue:大阪  

  • トリホスフィノカリックス[6]アレーンを有するイリジウム(I)およびロジウム(I)カチオン性錯体−有機分子の分子認識をともなう動的挙動

    大洞康嗣、劉運奎、姜麗宏、竹中和浩、徳永信、辻康之

    環境保全のためのナノ構造制御触媒及び新材料の創製、JST公開シンポジウム  2004.11 

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    Venue:東京  

  • 「均一系触媒による水和と加水分解:最近の進歩」 Invited

    徳永 信

    触媒学会北海道地区札幌講演会「水と触媒」  2004.12 

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    Venue:札幌  

  • Palladium-Diamine Complexes Catalyzed Kinetic Resolution of Axially Chiral 2,2’-Dihidroxybiaryls International conference

    Aoyama, H.; Tokunaga, M.; Kiyosu, J.; Iwasawa, T.; Obora, Y.; Tsuji, Y.

    The International Symposium on Dynamic Complexes (ISDC2004)  2005.1 

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    Venue:名古屋  

  • 「光学活性ジアミン-パラジウム触媒系による軸不斉2,2’-ジヒドロキシビアリール類の速度論的光学分割」

    青山洋史、徳永 信、清須純也、岩澤哲郎、大洞康嗣、辻康之

    SORSTジョイントシンポジウム(2)、「進化する有機合成化学」  2005.1 

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    Venue:東京  

  • 「人工触媒による不斉加水分解:最近の進歩」

    徳永 信

    SORSTジョイントシンポジウム(2)、「進化する有機合成化学」  2005.1 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:東京  

  • 「銅触媒によるエノールエーテル類の酸化的C=C結合切断反応」

    徳永 信、白金友輝、青山洋史、大洞康嗣、辻康之

    SORSTジョイントシンポジウム(2)、「進化する有機合成化学」  2005.1 

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    Venue:東京  

  • 「加水分解、加アルコール分解を利用した軸不斉化合物の速度論的光学分割」 Invited

    徳永 信

    高砂香料工業  2005.1 

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    Venue:神奈川  

  • 「銅触媒によるエノールエーテル類の酸化的な炭素炭素二重結合切断反応」

    徳永 信、白金友輝、青山洋史、大洞康嗣、辻康之

    第5回北海道エネルギー資源環境研究発表会  2005.2 

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    Venue:札幌  

  • 「デンドリマーホスフィン配位子を有するロジウム錯体触媒を用いたケトン類のヒドロシリル化反応」

    大久保三輪子・大洞康嗣・大橋淳史・徳永 信・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「柔軟なデンドリマーカルベン配位子を有するロジウム錯体の合成とヒドロシリル化反応における触媒活性」

    藤原哲晶・佐藤広道・大洞康嗣・徳永 信・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「剛直なデンドリマーをもつ含窒素へテロ環カルベン配位子を有するロジウム錯体の合成とその触媒活性」

    佐藤広道、藤原哲晶、大洞康嗣、徳永 信、辻康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「トリホスフィノカリックス[6 ]アレーン配位子を有する白金( II)およびパラ ジウム( II) 錯体の合成」

    大洞康嗣・劉運奎・徳永信・辻康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「ピリジン誘導体をホスト材料とする高効率有機リン光LED素子」

    遠藤礼隆(千歳科技大),岩澤哲郎(北大),徳永 信(北大),大洞康嗣(北大),雀部博之(千歳科技大),辻 康之(北大),安達千波矢(千歳科技大)

    第52回応用物理学関係連合講演会  2005.3 

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    Venue:埼玉  

  • 「銅触媒を用いたエノールエーテル類の酸化的C=C 結合切断反応」

    白金友輝・徳永 信・青山洋史・大洞康嗣・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「パラジウム触媒を用いたケトンから共役エノンへの脱水素的酸化反応」

    原田 早紀・徳永 信・岩澤 哲郎・大洞 康嗣・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「MALDI-TOF-MS によるパラジウム黒の形成過程に関する研究」

    駒野朋子・岩澤哲郎・徳永信・大洞康嗣・辻康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「アリール塩化物を用いた溝呂木−Heck 反応におけるテトラフェニルフェニル基を持つトリアリール型リン配位子の効果」

    駒野朋子・岩澤哲郎・徳永信・大洞康嗣・辻康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「パラジウム触媒を用いた軸不斉2,2'-ジヒドロキシビアリール類の速度論的光学分割」

    青山洋史・徳永 信・清須純也・岩澤哲郎・大洞康嗣・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「低原子価ニオブ−アルキン錯体を基質として用いたNi触媒によるアリールヨウ化物とのクロスカップリング反応」

    木村昌寛・大洞康嗣・徳永 信・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「銅触媒を用いたアズラクトンの加アルコール分解による速度論的光学分割法の開発」

    清須 純也・徳永 信・岩澤 哲郎・大洞 康嗣・辻 康之

    日本化学会第85春季年会  2005.3 

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    Venue:横浜  

  • 「不斉加アルコール分解による速度論的光学分割」

    徳永 信、青山洋史、清須純也、岩澤哲郎、白金友輝、大洞康嗣、辻康之

    特定領域研究「動的錯体の自在制御化学」第4回公開シンポジウム  2005.5 

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    Venue:札幌  

  • 「加水分解および加アルコール分解を利用した速度論的光学分割」

    徳永 信、青山洋史、清須純也、白金友輝、岩澤哲郎、大洞康嗣、辻康之

    第87回有機合成シンポジウム  2005.6 

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    Venue:東京  

  • 「柔軟なデンドリマーを組み込んだ含窒素ヘテロ環カルベンを配位子とするロジウム錯体の合成とヒドロシリル化反応」

    藤原哲晶・佐藤広道・大洞康嗣・徳永 信・辻 康之

    第17回万有札幌シンポジウム  2005.7 

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    Venue:札幌  

  • 「カリックス[6]アレーン部位を有する新規単座リン配位子の合成」

    窪内翔、大洞康嗣、劉運奎、徳永信、辻康之

    日本化学会北海道支部 2005年 夏季研究発表会  2005.7 

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    Venue:函館  

  • 「モノおよびトリホスフィノカリックス[6]アレーン配位子を有する白金(II)およびパラジウム(II)錯体の合成」

    大洞 康嗣・劉 運奎・窪内 翔・徳永 信・辻 康之

    第52回有機金属化学討論会  2005.9 

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    Venue:京都  

  • 「ロジウム(I)をコアに有する含窒素ヘテロ環カルベン-デンドリマー錯体:合成、構造と触媒活性」

    藤原 哲晶・佐藤 広道・大洞 康嗣・徳永 信・辻 康之

    第52回有機金属化学討論会  2005.9 

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    Venue:京都  

  • 「ロジウム-カルベン骨格をコアに有する新規デンドリマー錯体の合成、構造と触媒活性」

    藤原 哲晶・大洞 康嗣・徳永 信・辻 康之

    第55回錯体化学討論会  2005.9 

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    Venue:新潟  

  • Copper-catalyzed oxidative cleavage of C=C bond of aromatic enol ethers using molecular oxigen International conference

    徳永 信

    5 th World Congress on Oxidation Catalysis  2005.9 

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    Venue:札幌  

  • 「不斉加アルコール分解による速度論的光学分割の定量解析」 Invited

    徳永 信

    第1回分子情報ダイナミクス研究会  2005.9 

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    Venue:大阪  

  • 「パラジウムおよび銅触媒による加アルコール分解を利用した速度論的光学分割」

    徳永 信、青山洋史、清須純也、白金友輝、岩澤哲郎、大洞康嗣、辻 康之

    第52回有機金属化学討論会  2005.9 

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    Venue:京都  

  • Oxidative Cleavage of CC bond of enol ethers and aldehydes with molecular oxygen International conference

    M.Tokunaga, H. Aoyama, Y. Shirogane, Y. Obora, Y. Tsuji

    The International Symposium on Dynamic Complexes (ISDC2005)  2005.10 

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    Venue:仙台  

  • パラジウム触媒によるケトンからエノンへの酸素酸化反応

    原田早紀、徳永 信、岩澤哲郎、大洞康嗣、辻 康之

    第38回酸化反応討論会  2005.11 

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    Venue:札幌  

  • Synthesis of novel rhodium complexes with N-heterocyclic carbene ligands having rigid dendrimer units and their catalytic activity International conference

    H.Sato; T.Fujihara; J.Kiyosu; Y.Obora; M.Tokunaga; Y.Tsuji

    2005環太平洋化学国際会議  2005.12 

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    Venue:Hawai   Country:United States  

  • Triarylphosphine ligand having a tetraphenylphenyl moiety: Remarkable effect in catalytic reactions of aryl chlorides International conference

    T.Komano; T.Iwasawa; M.Tokunaga; Y.Obora; Y.Tsuji

    2005環太平洋化学国際会議  2005.12 

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    Venue:Hawai   Country:United States  

  • Nano-sized dendrimer catalysts with a rhodium (I) N-heterocyclic carbene at the core: Synthesis, characterization and catalytic activity in hydrosilylation International conference

    T.Fujihara; H.Sato; Y.Obora; M.Tokunaga; Y.Tsuji

    2005環太平洋化学国際会議  2005.12 

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    Venue:Hawai   Country:United States  

  • Copper catalyzed kinetic resolution of azlactones by alcoholysis International conference

    J.Kiyosu; M.Tokunaga; T.Iwasawa; Y.Obora; Y.Tsuji

    2005環太平洋化学国際会議  2005.12 

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    Venue:Hawai   Country:United States  

  • Dendrimer phosphine - rhodium ( I ) complex catalyzed hydroformylation and hydrosilylation International conference

    M.Okubo; Y.Obora; A.Ohashi; T.Fujihara; M.Tokunaga; Y.Tsuji

    2005環太平洋化学国際会議  2005.12 

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    Venue:Hawai   Country:United States  

  • 均一系触媒反応における剛直なナノサイズ配位子の効果 Invited

    徳永 信

    分子研研究会「未来型分子触媒の創製」  2005.12 

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    Venue:岡崎  

  • Asymmetric alcoholysis of axially chiral vinyl ethers catalyzed by Pd complexes with a chiral diamine bearing tetraphenylphenyl group International conference

    M.Tokunaga; H.Aoyama; J.Kiyosu; T.Iwasawa; Y.Obora; Y.Tsuji

    2005環太平洋化学国際会議  2005.12 

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    Venue:ハワイ   Country:United States  

  • Nano-sized Dendriemr Catalysts with a Rhodium(I) N-Heterocyclic Carbene at the Core: Synthesis, Characterization and Catalysis International conference

    Tetsuaki Fujihara, Hiromichi Sato, Yasushi Obora, Makoto Tokunaga, Yasushi Tsuji

    he international symposium on Nanotechnology (Japan Nano 2006)  2006.2 

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    Venue:東京  

  • 「半球型ナノサイズホスフィン‐ロジウム触媒を用いた アルデヒドの脱カルボニル化」

    岩井智弘・太田英俊・徳永 信・大洞康嗣・辻 康之

    日本化学会第86春季年会  2006.3 

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    Venue:千葉  

  • 「半球型ナノサイズホスフィン-パラジウム触媒を用いる塩化アリールの鈴木-宮浦カップリング」

    太田英俊・大洞康嗣・徳永 信・辻 康之

    日本化学会第86春季年会  2006.3 

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    Venue:千葉  

  • 「2,3,4,5-テトラフェニルフェニル基を有するホスフィン配位子の合成と触媒反応への応用」

    田島孝訓・駒野朋子・岩澤哲郎・大洞康嗣・徳永信・辻康之

    日本化学会第86回春季年会  2006.3 

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    Venue:千葉  

  • 「剛直なデンドリマー部位を有するロジウム−カルベン錯体を触媒として用いる共役エノンのヒドロシリル化反応」

    佐藤広道・藤原哲晶・大洞康嗣・徳永 信・清須純也・辻・康之

    日本化学会第86春季年会  2006.3 

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    Venue:千葉  

  • Asymmetric synthesis of quaternary amino acid derivatives by kinetic resolution of azlactones using copper catalyzed alcoholysis reactions Invited International conference

    M.Tokunaga

    The 4th Annual Congress of International Drug Discovery Science and Technology (IDDST-2006)  2006.5 

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    Venue:大連   Country:China  

  • 水反応剤−動的錯体でできたことと今後の課題

    M.Tokunaga

    特定領域研究「動的錯体の自在制御化学」終了年度公開シンポジウム  2006.6 

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    Venue:東京  

  • Kinetic Resolution Displaying Zeroth Order Dependence on Substrate Consumption: Copper-Catalyzed AsymmetricAlcoholysis of Azlactones

    M Tokunaga

    The Fukuoka Sumposium –New Horizon of Natural Product and Biological Chemistries  2006.6 

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    Venue:福岡  

  • 「デンドリマーを基盤とするナノサイズ分子触媒の合成と触媒性能評価」

    藤原哲晶・佐藤広道・大洞康嗣・徳永 信・辻・康之

    ナノテクノロジー分野別バーチャルラボ成果報告会  2006.7 

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    Venue:東京  

  • A bowl-shaped phosphine as a ligand in palladium-catalyzed suzuki-miyaura coupling of aryl chlorides International conference

    H. Ohta, M. Tokunaga, Y. Obora, T. Fujihara, and Y. Tsuji

    International Conference on Chemistry Organometallic  2006.7 

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    Venue:Spain   Country:Spain  

  • 速度論的光学分割反応の定量的解析

    徳永 信

    平成18年度前期 特別談話会、九州大学  2006.8 

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    Venue:福岡  

  • Markovnikov則への挑戦

    徳永 信

    平成18年度前期 特別談話会、九州大学  2006.8 

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    Venue:福岡  

  • 塩化アリールの鈴木-宮浦カップリングにおける半球型ホスフィン配位子の効果

    太田 英俊・徳永 信・大洞 康嗣・藤原 哲晶・辻 康之

    第53回有機金属化学討論会  2006.9 

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    Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • 低原子価チタンおよびニオブ-アルキンを反応試剤として用いるクロスカップリング反応

    大洞 康嗣・木村 昌寛・森谷 浩幸・大竹 敏之・竹下 敬祐・多田 裕亮・徳永 信・辻 康之・石井 康敬

    第53回有機金属化学討論会  2006.9 

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    Presentation type:Oral presentation (general)  

    Venue:大阪   Country:Japan  

  • 化学の夢を大いに語る Invited

    徳永 信、斉藤 幸一、唯 美津木、山本 明夫、辻 篤子

    ものづくり化学の不思議と夢  2006.10 

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    Presentation type:Symposium, workshop panel (public)  

    Venue:東京  

  • 右と左—その後の展開— Invited

    徳永 信

    ものづくり化学の不思議と夢  2006.10 

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    Presentation type:Oral presentation (general)  

    Venue:東京  

  • 「剛直なデンドリマーを組み込んだロジウム-カルベン錯体の合成と触媒活性」(ポスター)

    藤原哲晶,佐藤広道,大洞康嗣,徳永 信,辻 康之

    第26回有機合成若手セミナー  2006.12 

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    Presentation type:Public lecture, seminar, tutorial, course, or other speech  

    Venue:大阪大学   Country:Japan  

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MISC

  • Effect of Sodium Salt Additives on Intramolecular Cyclization of Alkynoic Acids Catalyzed by Au(0) Catalysts Supported on Metal Oxides

    山本英治, HUANG Qi-An, 池田孝明, 川相誓也, 春口一騎, 村山美乃, 石田玉青, 本間徹生, 徳永信

    日本化学会春季年会講演予稿集(Web)   102nd   2022

  • 日本酒劣化臭の選択的除去への金ナノ粒子の応用とその背景 Reviewed

    @村山美乃,磯谷敦子,@徳永 信

    触媒 2021, 63 (1), 52-55.   2021.6

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  • 担持金ナノ粒子吸着剤による酒類からの硫黄臭除去  Reviewed

    @村山美乃、@徳永 信、磯谷敦子

    最新吸着技術便覧 プロセス・材料・設計 新訂三版 監修 竹内 雍、NTS出版274-278 (2020).   2020.6

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  • 清酒の劣化臭吸着剤としてのシリカ担持金ナノ粒子の応用 Reviewed

    村山美乃、磯谷敦子、徳永 信

    放射光学会誌, 2020, 33, 222-230.   2020.6

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  • Selective adsorption of 1,3-dimethyltrisulfane (DMTS) responsible for aged odour in Japanese sake using supported gold nanoparticles

    Haruno Murayama, Yusuke Yamamoto, Misaki Tone, Takayuki Hasegawa, Moemi Kimura, Tamao Ishida, Atsuko Isogai, Tsutomu Fujii, Mitsutaka Okumura, Makoto Tokunaga

    Scientific Reports   2018.12

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    Selective adsorption of 1,3-dimethyltrisulfane (DMTS) responsible for aged odour in Japanese sake using supported gold nanoparticles
    © 2018, The Author(s). Gold (Au) nanoparticles (NPs) supported on SiO2 (Au/SiO2) were prepared by a practical impregnation method and applied as an adsorbent for 1,3-dimethyltrisulfane (DMTS), which is responsible for an unpleasant odour in drinks, especially Japanese sake. Compared with a conventional adsorbent, activated carbon, Au/SiO2 selectively reduced the DMTS concentration in Japanese sake without decreasing the concentrations of other aromatic components. DFT calculations revealed that the selective adsorption of DMTS occurred through the formation of a stable intermediate. The size of the supported Au NPs was controlled by the preparation conditions and determined from TEM observations and XRD measurements, and the size was ranged from 2.4 nm to 30 nm. Au/SiO2 having Au NPs with a diameter of 2.4 nm adsorbed DMTS the most efficiently. Smaller Au NPs showed better DMTS adsorption capabilities because larger amounts of Au atoms were exposed on their surfaces in the size range of this study. Langmuir-type monolayer adsorption and one-to-one binding of Au–S are proposed to occur based on an adsorption isotherm experiment. Even though significant differences of the fruity aroma score were not observed in the sensory evaluation between Au/SiO2 and activated carbon for this less aromatic Japanese sake, Au/SiO2 selectively decreased the DMTS concentration in the instrumental analysis.

    DOI: 10.1038/s41598-018-34217-w

  • 金触媒によるアリルアルコールの異性化反応に関する理論的研究 2

    奥村光隆, 林亮秀, 安渡佳典, 村山美乃, 石田玉青, 徳永信

    触媒討論会討論会A予稿集   2018.9

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    金触媒によるアリルアルコールの異性化反応に関する理論的研究 2

  • Au‐Ni触媒のヘテロ接合効果に関する理論的研究

    安渡佳典, 林亮秀, 川上貴資, 山中秀介, 石田玉青, 徳永信, 奥村光隆

    触媒討論会討論会A予稿集   2018.9

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    Au‐Ni触媒のヘテロ接合効果に関する理論的研究

  • X型ゼオライト触媒を用いるスルフィド交換による非対称ジスルフィドの合成

    高倉慶, 木村萌水, 山本英治, 村山美乃, 徳永信

    触媒討論会討論会A予稿集   2018.9

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    X型ゼオライト触媒を用いるスルフィド交換による非対称ジスルフィドの合成

  • アリルエステル異性化反応における担持Pt触媒の構造解析

    村山美乃, 黄啓安, 播磨大樹, 隈元勇也, 橋口大真, 山本英治, 本間徹生, 石田玉青, 谷口翔平, 井澤雄輔, 徳永信

    触媒討論会討論会A予稿集   2018.9

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    アリルエステル異性化反応における担持Pt触媒の構造解析

  • 不斉相間移動触媒を用いたN保護アミノ酸エステル類の塩基加水分解による動的速度論分割

    山本英治, 若藤空大, 古館裕歩, 小林薫, 蒲池高志, 徳永信

    触媒討論会討論会A予稿集   2018.9

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    不斉相間移動触媒を用いたN保護アミノ酸エステル類の塩基加水分解による動的速度論分割

  • 金ナノクラスター触媒におけるアリルアルコールの異性化反応に関する理論的研究

    奥村光隆, 林亮秀, 安渡佳典, 村山美乃, 徳永信

    触媒討論会講演予稿集   2018.3

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    金ナノクラスター触媒におけるアリルアルコールの異性化反応に関する理論的研究

  • X型ゼオライト触媒によるスルフィド交換反応

    高倉慶, 木村萌水, 山本英冶, 村山美乃, 徳永信

    日本化学会春季年会講演予稿集(CD-ROM)   2018.3

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    X型ゼオライト触媒によるスルフィド交換反応

  • イオン対触媒を用いたアミノ酸エステル類の不斉塩基加水分解反応開発とその反応機構解析

    小林薫, 若藤空大, 古舘裕歩, 山本英治, 蒲池高志, 徳永信

    日本化学会春季年会講演予稿集(CD-ROM)   2018.3

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    イオン対触媒を用いたアミノ酸エステル類の不斉塩基加水分解反応開発とその反応機構解析

  • 担持貴金属ナノ粒子を活用した燃料からの吸着脱硫

    篠崎貴旭, 高ヨハン, 村山美乃, 山本英治, 徳永信

    日本化学会春季年会講演予稿集(CD-ROM)   2018.3

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    担持貴金属ナノ粒子を活用した燃料からの吸着脱硫

  • 担持金ナノ粒子による数種類の日本酒サンプルからの老香成分の除去と官能評価

    木村萌水, 篠崎貴旭, 村山美乃, 山本英治, 磯谷敦子, 藤井力, 飯塚幸子, 徳永信

    日本化学会春季年会講演予稿集(CD-ROM)   2018.3

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    担持金ナノ粒子による数種類の日本酒サンプルからの老香成分の除去と官能評価

  • Adsorption Behavior of Au(III) Complex Ion on Nickel Carbonate and Nickel Hydroxide

    Hiroaki Ando, Daisuke Kawamoto, Hironori Ohashi, Tetsuo Honma, Tamao Ishida, Yoshihiro Okaue, Makoto Tokunaga, Takushi Yokoyama

    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS   2018.1

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    When preparing gold(Au) supported on NiO catalysts by the coprecipitation method, the chemical state of the coprecipitated Au differed when Na2CO3 and NaOH were used as the coprecipitating reagents. In this preparation using Na2CO3 and NaOH solutions, precursor of support metal was largely NiCO3 and Ni(OH)(2), respectively. Therefore, the different chemical states of Au may be controlled by the interaction between the [Au(OH)(4)](-) and precursor of support metal. The aim of this study is to elucidate why the chemical state of Au differs when using NiCO3 and Ni(OH)(2).
    Adsorption experiments of [Au(OH)(4)](-) onto NiCO3 or Ni(OH)(2) were performed. The Au concentration in the filtrate was determined by atomic absorption spectrometry (AAS). The chemical state of the adsorbed Au was examined by X-ray absorption(XA) spectroscopy.
    The adsorption experiments suggested that the change in surface charge on NiCO3 and Ni(OH)(2) electrostatically controls the adsorption of [Au(OH)(4)](-). The XA analysis indicated that the chemical state of [Au(OH)(4)](-) adsorbed on NiCO3 is maintained because of electrostatic interactions, while some of the [Au(OH)(4)](-) adsorbed on Ni(OH)(2) may be reduced to Au(0) due to specific adsorption-accompanying distortion of the square planar structure of the adsorbed [Au(OH)(4)](-).

    DOI: 10.1016/j.colsurfa.2017.10.028

  • Adsorption Behavior of Au(III) Complex Ion on Nickel Carbonate and Nickel Hydroxide

    Hiroaki Ando, Daisuke Kawamoto, Hironori Ohashi, Tetsuo Honma, Tamao Ishida, Yoshihiro Okaue, Makoto Tokunaga, Takushi Yokoyama

    Colloids and Surfaces A: Physicochemical and Engineering Aspects   2018.1

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    When preparing gold(Au) supported on NiO catalysts by the coprecipitation method, the chemical state of the coprecipitated Au differed when Na2CO3 and NaOH were used as the coprecipitating reagents. In this preparation using Na2CO3 and NaOH solutions, precursor of support metal was largely NiCO3 and Ni(OH)2, respectively. Therefore, the different chemical states of Au may be controlled by the interaction between the [Au(OH)4] and precursor of support metal. The aim of this study is to elucidate why the chemical state of Au differs when using NiCO3 and Ni(OH)2. Adsorption experiments of [Au(OH)4] onto NiCO3 or Ni(OH)2 were performed. The Au concentration in the filtrate was determined by atomic absorption spectrometry (AAS). The chemical state of the adsorbed Au was examined by X-ray absorption(XA) spectroscopy. The adsorption experiments suggested that the change in surface charge on NiCO3 and Ni(OH)2 electrostatically controls the adsorption of [Au(OH)4]. The XA analysis indicated that the chemical state of [Au(OH)4] adsorbed on NiCO3 is maintained because of electrostatic interactions, while some of the [Au(OH)4] adsorbed on Ni(OH)2 may be reduced to Au(0) due to specific adsorption-accompanying distortion of the square planar structure of the adsorbed [Au(OH)4].

    DOI: 10.1016/j.colsurfa.2017.10.028

  • 担持金属ナノ粒子材料による日本酒老香の吸着除去 –美味しいお酒のために-

    村山美乃、磯谷敦子、徳永 信

    化学と工業   2017.12

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    日本酒に関する研究といえば醸造学や微生物学との関連が想像されるところであるが,共通の言語である化学を橋かけに,その香りのコントロールに固体触媒化学分野の材料である担持貴金属ナノ粒子を導入した。日本酒の劣化臭のひとつである老香(ひねか)の除去に,シリカ担持金ナノ粒子が有効であることがわかった

  • パラジウム触媒を用いたブタジエンの酸化的ジヒドロキシ化反応

    張振中, 万場鉄也, 村山美乃, 山本英治, 石田玉青, 本間徹生, 徳永信

    触媒討論会討論会A予稿集   2017.9

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    パラジウム触媒を用いたブタジエンの酸化的ジヒドロキシ化反応

  • Chloride-free and water-soluble Au complex for preparation of supported small nanoparticles by impregnation method

    Haruno Murayama, Takayuki Hasegawa, Yusuke Yamamoto, Misaki Tone, Moemi Kimura, Tamao Ishida, Tetsuo Honma, Mitsutaka Okumura, Atsuko Isogai, Tsutomu Fujii, Makoto Tokunaga

    JOURNAL OF CATALYSIS   2017.9

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    A novel simple and easy impregnation method for preparation of small gold (Au) nanoparticle (NP) catalysts (<3 nm) deposited on various supports including silica, which is difficult to be applied for conventional methods, has been developed. Chloride-free and water-soluble precursor, Au complexes coordinated with beta-alanine, were successful for the preparing Au NPs, which exhibited an average diameter less than 3 nm. Thermal behavior of the Au complex was investigated by TG-DTA and in situ XAFS. XAFS analyses and DFT calculations revealed a molecular structure of the Au complex to be square-planar coordination structure and mononuclear complex of Au3+. Lower decomposition and reduction temperature of the chloride-free Au complex prevented Au atoms from aggregating and from following growth of Au particles. The prepared Au/SiO2 showed high selectivity for hydrogenation of 1-nitro-4-vinylbenzene into 1-ethyl-4-nitorobenzene and good performance for removal of unpalatable aroma by means of adsorption of polysulfide molecules. (C) 2017 Elsevier Inc. All rights reserved.

    DOI: 10.1016/j.jcat.2017.07.002

  • Wacker Oxidation of Terminal Alkenes Over ZrO2-Supported Pd Nanoparticles Under Acid- and Cocatalyst-Free Conditions

    Zhenzhong Zhang, Yuhya Kumamoto, Taishin Hashiguchi, Tetsuya Mamba, Haruno Murayama, Eiji Yamamoto, Tamao Ishida, Tetsuo Honma, Makoto Tokunaga

    CHEMSUSCHEM   2017.9

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    Highly efficient Wacker oxidation of aromatic or aliphatic terminal alkenes into methyl ketones and benzofurans is developed by using reusable Pd-0 nanoparticles (NPs) supported on ZrO2 under acid- and cocatalyst-free conditions. Molecular oxygen or air can be utilized as the terminal oxidant, which results in the formation of H2O as the only theoretical byproduct. The activation of the Pd NPs by O-2 plays an important role in promoting this reaction. Interestingly, PdO supported on ZrO2 showed no activity. Additionally, the Pd particle size significantly affects the catalytic activity, with an apparent optimal diameter of 4-12nm. In addition to the heterogeneous catalyst forms, the Pd NPs can be generated from a Pd-0 complex during the reaction, and these particles are even recyclable.

    DOI: 10.1002/cssc.201701016

  • 酸化チタン担持パラジウム触媒を用いるアルケンの酸化的アリル位アセトキシ化反応

    ZHANG Zhenzhong, WU Qixun, 橋口大真, 石田玉青, 村山美乃, 山本英治, 徳永信

    九州大学中央分析センター報告(Web)   2017.3

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    酸化チタン担持パラジウム触媒を用いるアルケンの酸化的アリル位アセトキシ化反応

  • 担持パラジウム触媒による酸フリー条件下でのワッカー酸化

    張振中, 隈元勇也, 橋口大真, 万場鉄矢, 村山美乃, 山本英治, 石田玉青, 本間徹生, 徳永信

    触媒討論会講演予稿集   2017.3

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    担持パラジウム触媒による酸フリー条件下でのワッカー酸化

  • 炭酸ニッケルへのAu(Ⅲ)錯イオンの吸着を利用し調製した酸化ニッケル担持金触媒の金粒子径と触媒活性の逆相関

    川本 大祐, 新城 智央, 田中 和也, 長谷川 貴之, 落合 朝須美, 岡上 吉広, 村山 美乃, 宇都宮 聡, 徳永 信, 横山 拓史

    X線分析の進歩   2017.3

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  • Wacker Oxidation of Terminal Alkenes Over ZrO2-Supported Pd Nanoparticles Under Acid- and Cocatalyst-Free Conditions

    Zhenzhong Zhang, Yuhya Kumamoto, Taishin Hashiguchi, Tetsuya Mamba, Haruno Murayama, Eiji Yamamoto, Tamao Ishida, Tetsuo Honma, Makoto Tokunaga

    ChemSusChem   2017.1

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    Highly efficient Wacker oxidation of aromatic or aliphatic terminal alkenes into methyl ketones and benzofurans is developed by using reusable Pd0 nanoparticles (NPs) supported on ZrO2 under acid- and cocatalyst-free conditions. Molecular oxygen or air can be utilized as the terminal oxidant, which results in the formation of H2O as the only theoretical byproduct. The activation of the Pd NPs by O2 plays an important role in promoting this reaction. Interestingly, PdO supported on ZrO2 showed no activity. Additionally, the Pd particle size significantly affects the catalytic activity, with an apparent optimal diameter of 4–12 nm. In addition to the heterogeneous catalyst forms, the Pd NPs can be generated from a Pd0 complex during the reaction, and these particles are even recyclable.

    DOI: 10.1002/cssc.201701016

  • Chloride-free and water-soluble Au complex for preparation of supported small nanoparticles by impregnation method

    Haruno Murayama, Takayuki Hasegawa, Yusuke Yamamoto, Misaki Tone, Moemi Kimura, Tamao Ishida, Tetsuo Honma, Mitsutaka Okumura, Atsuko Isogai, Tsutomu Fujii, Makoto Tokunaga

    Journal of Catalysis   2017.1

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    A novel simple and easy impregnation method for preparation of small gold (Au) nanoparticle (NP) catalysts (<3 nm) deposited on various supports including silica, which is difficult to be applied for conventional methods, has been developed. Chloride-free and water-soluble precursor, Au complexes coordinated with β-alanine, were successful for the preparing Au NPs, which exhibited an average diameter less than 3 nm. Thermal behavior of the Au complex was investigated by TG-DTA and in situ XAFS. XAFS analyses and DFT calculations revealed a molecular structure of the Au complex to be square-planar coordination structure and mononuclear complex of Au3+. Lower decomposition and reduction temperature of the chloride-free Au complex prevented Au atoms from aggregating and from following growth of Au particles. The prepared Au/SiO2 showed high selectivity for hydrogenation of 1-nitro-4-vinylbenzene into 1-ethyl-4-nitorobenzene and good performance for removal of unpalatable aroma by means of adsorption of polysulfide molecules.

    DOI: 10.1016/j.jcat.2017.07.002

  • Oxide-supported palladium and gold nanoparticles for catalytic C-H transformations

    Tamao Ishida, Zhenzhong Zhang, Haruno Murayama, Makoto Tokunaga

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   2017.1

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    C-H transformations catalyzed by heterogeneous Pd and Au catalysts are disclosed. For palladium, Pd(0), PdO, and Pd(OH) 2 worked as catalytically active species involved in oxidative addition, electrophilic substitution, and concerted metalation deprotonation pathways depending on the reaction under investigation. We also found that Au(0) nanoparticles catalyzed C-H coupling and discuss the difference in catalytic properties between Pd and Au. The role of metal oxide (MO x) supports is also mentioned: MO x not only stabilizes Pd and Au particles but also creates cationic metal sites at the perimeter interface, and these play an important role in activating the substrates.

    DOI: 10.5059/yukigoseikyokaishi.75.1150

  • Efficient Decarbonylation of Furfural to Furan Catalyzed by Zirconia-Supported Palladium Clusters with Low Atomicity

    Tamao Ishida, Kurumi Kume, Kota Kinjo, Tetsuo Honma, Kengo Nakada, Hironori Ohashi, Takushi Yokoyama, Akiyuki Hamasaki, Haruno Murayama, Yusuke Izawa, Masaru Utsunomiya, Makoto Tokunaga

    CHEMSUSCHEM   2016.12

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    Decarbonylation of furfural to furan was efficiently catalyzed by ZrO2-supported Pd clusters in the liquid phase under a N-2 atmosphere without additives. Although Pd/C and Pd/Al2O3 have frequently been used for decarbonylation, Pd/ZrO2 exhibited superior catalytic performance compared with these conventional catalysts. Transmission electron microscopy and Xray absorption fine structure measurements revealed that the size of the Pd particles decreased with an increase in the specific surface area of ZrO2. ZrO2 with a high surface area immobilized Pd as clusters consisting of several (three to five) Pd atoms, whereas Pd aggregated to form nanoparticles on other supports such as carbon and Al2O3 despite their high surface areas. The catalytic activity of Pd/ZrO2 was enhanced with a decrease in particle size, and the smallest Pd/ZrO2 was the most active catalyst for decarbonylation. When CeO2 was used as the support, a decrease in Pd particle size with an increase in surface area was also observed. Single Pd atoms were deposited on CeO2 with a high surface area, with a strong interaction through the formation of a Pd-O-Ce bond, which led to a lower catalytic activity than that of Pd/ZrO2. This result suggests that zero-valent small Pd clusters consisting of more than one Pd atom are the active species for the decarbonylation reaction. Recycling tests proved that Pd/ZrO2 maintained its catalytic activity until its sixth use.

    DOI: 10.1002/cssc.201601232

  • Allylic C–H acetoxylation of terminal alkenes over TiO2 supported palladium nanoparticles using molecular oxygen as the oxidant

    Zhenzhong Zhang, Qixun Wu, Taishin Hashiguchi, Tamao Ishida, Haruno Murayama, Makoto Tokunaga

    Catalysis Communications   2016.12

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    A method for synthesizing linear allylic acetates from terminal alkenes over TiO2 supported Pd nanoparticles (NPs) has been developed, in which O2 serves as the sole oxidant. Good catalytic activity was performed when using allylbenzene as a substrate and the catalyst can be reused at least five times without activity losing. The catalytic system has a broad substrate scope including transformation of 1,3-butadiene into 1,4-diacetoxy-2-butene, which is an important industrial intermediate for production of 1,4-butanediol. In contrast to previous reports that the Pd-catalyzed allylic acetoxylation is generally promoted by PdII species, the XAFS measurements suggest that this reaction is catalyzed over Pd0 NPs. Additionally, XPS analysis of the catalyst confirms the interaction between Pd and TiO2, which probably promote the initial catalytic procedure.

    DOI: 10.1016/j.catcom.2016.08.033

  • Structure of a Gold(III) Hydroxide and Determination of Its Solubility

    Daisuke Kawamoto, Hiroaki Ando, Hironori Ohashi, Yasuhiro Kobayashi, Tetsuo Honma, Tamao Ishida, Makoto Tokunaga, Yoshihiro Okaue, Satoshi Utsunomiya, Takushi Yokoyama

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   2016.11

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    A representative gold(III) complex ion ([AuCl4](-)), successively hydrolyzes to form [AuCl4-n(OH)(n)](-) (n = 0-4) in aqueous solution as the pH increases and, finally, precipitates. It has been referred to as "gold(III) hydroxide" for the past fifty years. However, whether the precipitate is gold(III) hydroxide (Au(OH)(3)) or hydrous gold(III) oxide (Au2O3 center dot nH(2)O) has remained uncertain. Few studies have been conducted to determine its chemical and physical properties. The aim of this investigation is to identify the precipitate and to determine its solubility. The precipitate was X-ray amorphous. Based on the transmission electron microscopy (TEM) observation, the shape was spherical and the particle diameter was approximately 9 nm. From the results of Au-197 Mossbauer spectroscopy, Au L-3-edge X-ray absorption (XA) spectroscopy and thermogravimetry/differential thermal analysis (TG/DTA) measurements, the precipitate composition was estimated to be Au(OH)(3). Based on the composition, its structure was proposed to be a linear polymer. Moreover, its solubility at 298K was determined to be 0.00120 g/100 g of H2O. This chemical and physical properties information of Au(OH)(3) is essential for gold chemistry, for example, for preparing supported gold catalyst.

    DOI: 10.1246/bcsj.20160228

  • 最新テクノロジーによる硫黄臭除去

    村山美乃, 徳永信, 磯谷敦子, 藤井力

    ケミカルエンジニアリング   2016.7

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  • 担持パラジウムおよび金触媒によるC—H官能基化反応

    徳永 信, 石田 玉青

    触媒技術の動向と展望2016年版   2016.7

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  • 金ナノ粒子の新しい含浸担持法の開発と日本酒からの吸着脱硫への応用

    村山美乃, 徳永信, 磯谷敦子, 藤井力

    Organometallic News   2016.5

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  • 最新ナノテクノロジーによる硫黄臭除去

    徳永 信, 村山 美乃

    ケミカルエンジニヤリング   2016.4

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  • 金ナノ粒子の新しい含浸担持法の開発と日本酒からの吸着脱硫への応用

    徳永 信, 村山 美乃

    Organometallic News   2016.4

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  • 担持金触媒前駆体の金とニッケルのキャラクタリゼーション

    安東 宏晃, 川本 大祐, 大橋 弘範, 小林 康浩, 石田 玉青, 岡上 吉広, 徳永 信, 横山 拓史

    X線分析の進歩   2016.3

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    Characterization of gold and nickel in precursor of supported Au catalyst

  • Sorption behavior of the Pt(II) complex anion on manganese dioxide (δ-MnO2) a model reaction to elucidate the mechanism by which Pt is concentrated into a marine ferromanganese crust

    Mamiko Yamashita Maeno, Hironori Ohashi, Kotaro Yonezu, Akane Miyazaki, Yoshihiro Okaue, Koichiro Watanabe, Tamao Ishida, Makoto Tokunaga, Takushi Yokoyama

    Mineralium Deposita   2016.2

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    It is difficult to directly investigate the chemical state of Pt in marine ferromanganese crusts (a mixture of hydrous iron(III) oxide and manganese dioxide (δ-MnO2)) because it is present at extremely low concentration levels. This paper attempts to elucidate the mechanism by which Pt is concentrated into marine ferromanganese crust from the Earth’s continental crust through ocean water. In this investigation, the sorption behavior of the Pt(II) complex ions on the surface of the δ-MnO2 that is a host of Pt was examined as a model reaction. The δ-MnO2 sorbing Pt was characterized by X-ray photoelectron spectroscopy (XPS) and X-ray absorption fine structure (XAFS) to determine the chemical state of the Pt. Hydrolytic Pt(II) complex ions were specifically sorbed above pH 6 by the formation of a Mn-O-Pt bond. XPS spectra and XANES spectra for δ-MnO2 sorbing Pt showed that the sorbed Pt(II) was oxidized to Pt(IV) on δ-MnO2. The extended X-ray absorption fine structure (EXAFS) analysis showed that the coordination structure of Pt sorbed on δ-MnO2 is almost the same as that of the [Pt(OH)6]2− complex ion used as a standard. Therefore, the mechanism for the concentration of Pt in marine ferromanganese crust may be an oxidative substitution (penetration of Pt(IV) into structure of δ-MnO2) by a reduction-oxidation reaction between Pt(II) in [PtCl4-n(OH)n]2− and Mn(IV) in δ-MnO2 through a Mn-O-Pt bond.

    DOI: 10.1007/s00126-015-0599-7

  • Efficient Decarbonylation of Furfural to Furan Catalyzed by Zirconia-Supported Palladium Clusters with Low Atomicity

    Tamao Ishida, Kurumi Kume, Kota Kinjo, Tetsuo Honma, Kengo Nakada, Hironori Ohashi, Takushi Yokoyama, Akiyuki Hamasaki, Haruno Murayama, Yusuke Izawa, Masaru Utsunomiya, Makoto Tokunaga

    ChemSusChem   2016.1

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    Decarbonylation of furfural to furan was efficiently catalyzed by ZrO2-supported Pd clusters in the liquid phase under a N2atmosphere without additives. Although Pd/C and Pd/Al2O3have frequently been used for decarbonylation, Pd/ZrO2exhibited superior catalytic performance compared with these conventional catalysts. Transmission electron microscopy and X-ray absorption fine structure measurements revealed that the size of the Pd particles decreased with an increase in the specific surface area of ZrO2. ZrO2with a high surface area immobilized Pd as clusters consisting of several (three to five) Pd atoms, whereas Pd aggregated to form nanoparticles on other supports such as carbon and Al2O3despite their high surface areas. The catalytic activity of Pd/ZrO2was enhanced with a decrease in particle size, and the smallest Pd/ZrO2was the most active catalyst for decarbonylation. When CeO2was used as the support, a decrease in Pd particle size with an increase in surface area was also observed. Single Pd atoms were deposited on CeO2with a high surface area, with a strong interaction through the formation of a Pd−O−Ce bond, which led to a lower catalytic activity than that of Pd/ZrO2. This result suggests that zero-valent small Pd clusters consisting of more than one Pd atom are the active species for the decarbonylation reaction. Recycling tests proved that Pd/ZrO2maintained its catalytic activity until its sixth use.

    DOI: 10.1002/cssc.201601232

  • Structure of a gold(III) hydroxide and determination of its solubility

    Daisuke Kawamoto, Hiroaki Ando, Hironori Ohashi, Yasuhiro Kobayashi, Tetsuo Honma, Tamao Ishida, Makoto Tokunaga, Yoshihiro Okaue, Satoshi Utsunomiya, Takushi Yokoyama

    Bulletin of the Chemical Society of Japan   2016

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    A representative gold(III) complex ion ([AuCl4]), successively hydrolyzes to form [AuCl4n(OH)n] (n = 04) in aqueous solution as the pH increases and, finally, precipitates. It has been referred to as gold(III) hydroxide for the past fifty years. However, whether the precipitate is gold(III) hydroxide (Au(OH)3) or hydrous gold(III) oxide (Au2O3nH2O) has remained uncertain. Few studies have been conducted to determine its chemical and physical properties. The aim of this investigation is to identify the precipitate and to determine its solubility. The precipitate was X-ray amorphous. Based on the transmission electron microscopy (TEM) observation, the shape was spherical and the particle diameter was approximately 9 nm. From the results of 197Au Mössbauer spectroscopy, Au L3-edge X-ray absorption (XA) spectroscopy and thermogravimetry/ differential thermal analysis (TG/DTA) measurements, the precipitate composition was estimated to be Au(OH)3. Based on the composition, its structure was proposed to be a linear polymer. Moreover, its solubility at 298K was determined to be 0.00120 g/100 g of H2O. This chemical and physical properties information of Au(OH)3 is essential for gold chemistry, for example, for preparing supported gold catalyst.

    DOI: 10.1246/bcsj.20160228

  • Structure of a Gold(Ⅲ) Hydroxide and Determination of Its Solubility

    Daisuke Kawamoto, Hiroaki Ando, Hironori Ohashi, Yasuhiro Kobayashi, Tetsuo Honma, Tamao Ishida, Makoto Tokunaga, Yoshihiro Okaue, Satoshi Utsunomiya, Takushi Yokoyama

    Bulletin of the Chemical Society of Japan   2016

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    Structure of a Gold(III) Hydroxide and Determination of Its Solubility

    DOI: 10.1246/bcsj.20160228

  • Theoretical investigation for isomerization of allylic alcohols over Au-6 cluster

    K. Sakata, H. Koga, T. Ishida, J. Aimoto, M. Tokunaga, M. Okumura

    GOLD BULLETIN   2015.8

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    Transformation of allylic alcohols to corresponding saturated carbonyl compounds is one of the important reactions for industrial processes. Lately, Au-supported catalysts exhibit the catalytic activity for the isomerization of allylic alcohols to saturated aldehydes. However, the detail catalytic mechanism of this reaction was not elucidated in detail. Thus, theoretical calculations were carried out for the isomerization of 2-hexen-1-ol over isolated Au-6 cluster in order to elucidate the reaction over Au catalysts. From these calculation results, it was found that the rate determining step of the reaction process was the hydrogen elimination from OH group of allylic alcohol, and the substrate was converted to 1-hexen-1-ol on Au-6 cluster. Finally, it was also confirmed that 1-hexen-1-ol was converted to the corresponding aldehyde, and its activation barrier was much smaller than that of the deprotonation from OH group of allylic alcohol.

    DOI: 10.1007/s13404-015-0157-1

  • Theoretical investigation for isomerization of allylic alcohols over Au6 cluster

    K. Sakata, H. Koga, T. Ishida, J. Aimoto, Makoto Tokunaga, M. Okumura

    Gold Bulletin   2015.8

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    Transformation of allylic alcohols to corresponding saturated carbonyl compounds is one of the important reactions for industrial processes. Lately, Au-supported catalysts exhibit the catalytic activity for the isomerization of allylic alcohols to saturated aldehydes. However, the detail catalytic mechanism of this reaction was not elucidated in detail. Thus, theoretical calculations were carried out for the isomerization of 2-hexen-1-ol over isolated Au6 cluster in order to elucidate the reaction over Au catalysts. From these calculation results, it was found that the rate determining step of the reaction process was the hydrogen elimination from OH group of allylic alcohol, and the substrate was converted to 1-hexen-1-ol on Au6 cluster. Finally, it was also confirmed that 1-hexen-1-ol was converted to the corresponding aldehyde, and its activation barrier was much smaller than that of the deprotonation from OH group of allylic alcohol.

    DOI: 10.1007/s13404-015-0157-1

  • Aerobic oxidation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts

    Zhenzhong Zhang, Taishin Hashiguchi, Tamao Ishida, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Takushi Yokoyama, Makoto Tokunaga

    Organic Chemistry Frontiers   2015.6

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    Transformation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts using molecular oxygen as the sole oxidant is developed. Several metal oxide supported Pd catalysts were used to activate the C-H bond in cyclohexanones to produce cyclohexenones and phenols through oxidation. Although the selectivity of cyclohexenones was difficult to control, phenols were obtained in excellent yield with a broad substrate scope. A novel catalytic system, using ZrO2 supported Pd(OH)2, was proposed for the synthesis of aryl ethers, and the products were obtained in moderate to excellent yields. Orthoesters, such as trimethyl orthoformate (TMOF), triethyl orthoformate (TEOF), and triisopropyl orthoformate (TIPOF), enabled nucleophilic addition and elimination after activation of cyclohexanones over a Pd catalyst to produce the corresponding aryl ethers. TIPOF was also used as the dehydrating reagent to promote the reaction of cyclohexanones with alcohols for the preparation of versatile aryl ethers.

    DOI: 10.1039/c4qo00354c

  • 日本酒の香りをナノテクロジーで制御 -担持貴金属ナノ粒子による老香の選択的除去-

    徳永 信, 村山 美乃

    現代化学   2015.5

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  • Direct C-H Arene Homocoupling over Gold Nanoparticles Supported on Metal Oxides

    Tamao Ishida, Shohei Aikawa, Yoshiyuki Mise, Ryota Akebi, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Tetsuro Tsuji, Yasushi Yamamoto, Mitsuru Miyasaka, Takushi Yokoyama, Makoto Tokunaga

    CHEMSUSCHEM   2015.2

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    The direct CH/CH bond coupling of dimethyl phthalate was performed successfully over supported gold nanoparticle catalysts. Gold on reducible metal oxides, such as Co3O4, and on inert oxides that have an oxygen-releasing capacity, such as ZrO2, showed the highest catalytic activity for the production of biphenyl tetracarboxylate using O-2 as the sole oxidant. Supported Pd(OH)(2) also catalyzed the reaction, but the catalytic activity was inferior to that of gold. Moreover, the gold catalysts exhibited excellent regioselectivity for the synthesis of valuable 3,3,4,4-tetrasubstituted biphenyls by coupling with each other at the 4-position without the need for additional ligands. Gold catalysts also promoted the oxidative homocoupling of arenes including o-xylene to give symmetrical biaryls with high regioselectivity. X-ray absorption fine structure measurements revealed that the catalytically active species was Au-0 and that the lattice oxygen of Co3O4 played an important role in the gold-catalyzed oxidative coupling. The results of the kinetic studies were consistent with an electrophilic aromatic substitution pathway. Regioselectivity is not controlled by directing groups or the electronic character of the substituents but by steric hindrance, which suggests that gold nanoparticles not only catalyze the oxidative coupling but also act as bulky ligands to control the regioselectivity.

    DOI: 10.1002/cssc.201402822

  • Aerobic oxidation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts

    Zhenzhong Zhang, Taishin Hashiguchi, Tamao Ishida, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Takushi Yokoyama, Makoto Tokunaga

    Organic Chemistry Frontiers   2015.1

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    Transformation of cyclohexanones to phenols and aryl ethers over supported Pd catalysts using molecular oxygen as the sole oxidant is developed. Several metal oxide supported Pd catalysts were used to activate the C-H bond in cyclohexanones to produce cyclohexenones and phenols through oxidation. Although the selectivity of cyclohexenones was difficult to control, phenols were obtained in excellent yield with a broad substrate scope. A novel catalytic system, using ZrO2 supported Pd(OH)2, was proposed for the synthesis of aryl ethers, and the products were obtained in moderate to excellent yields. Orthoesters, such as trimethyl orthoformate (TMOF), triethyl orthoformate (TEOF), and triisopropyl orthoformate (TIPOF), enabled nucleophilic addition and elimination after activation of cyclohexanones over a Pd catalyst to produce the corresponding aryl ethers. TIPOF was also used as the dehydrating reagent to promote the reaction of cyclohexanones with alcohols for the preparation of versatile aryl ethers.

    DOI: 10.1039/c4qo00354c

  • Direct C - H arene homocoupling over gold nanoparticles supported on metal oxides

    Tamao Ishida, Shohei Aikawa, Yoshiyuki Mise, Ryota Akebi, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Tetsuro Tsuji, Yasushi Yamamoto, Mitsuru Miyasaka, Takushi Yokoyama, Makoto Tokunaga

    ChemSusChem   2015

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    The direct C - H/C - H bond coupling of dimethyl phthalate was performed successfully over supported gold nanoparticle catalysts. Gold on reducible metal oxides, such as Co3O4, and on inert oxides that have an oxygen-releasing capacity, such as ZrO2, showed the highest catalytic activity for the production of biphenyl tetracarboxylate using O2 as the sole oxidant. Supported Pd(OH)2 also catalyzed the reaction, but the catalytic activity was inferior to that of gold. Moreover, the gold catalysts exhibited excellent regioselectivity for the synthesis of valuable 3,3′,4,4′-tetrasubstituted biphenyls by coupling with each other at the 4-position without the need for additional ligands. Gold catalysts also promoted the oxidative homocoupling of arenes including o-xylene to give symmetrical biaryls with high regioselectivity. X-ray absorption fine structure measurements revealed that the catalytically active species was Au0 and that the lattice oxygen of Co3O4 played an important role in the gold-catalyzed oxidative coupling. The results of the kinetic studies were consistent with an electrophilic aromatic substitution pathway. Regioselectivity is not controlled by directing groups or the electronic character of the substituents but by steric hindrance, which suggests that gold nanoparticles not only catalyze the oxidative coupling but also act as bulky ligands to control the regioselectivity.

    DOI: 10.1002/cssc.201402822

  • Preparation of microporous polymer-encapsulated Pd nanoparticles and their catalytic performance for hydrogenation and oxidation

    Tamao Ishida, Yuta Onuma, Kota Kinjo, Akiyuki Hamasaki, Hironori Ohashi, Tetsuo Honma, Tomoki Akita, Takushi Yokoyama, Makoto Tokunaga, Masatake Haruta

    TETRAHEDRON   2014.9

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    Palladium nanoparticles (Pd NPs) encapsulated by conjugated microporous polymers (CMPs) were prepared by the Pd-catalyzed polymerization followed by a thermal treatment with N-2 or H-2. The Pd catalysts were embedded in the porous network during polymerization and used as a precursor for the generation of Pd NPs in CMP. Although no Pd NPs were formed in the as-synthesized Pd/CMPs, Pd NPs with 1.6-3.5 nm size were formed after the thermal treatment. The obtained Pd/CMP-N-2 and -H-2 catalysts were highly selective in the hydrogenation of 4-nitrostyrene to 4-ethylnitrobenzene, whereas Pd NPs supported on carbon (Ketjen black) gave a fully reduced product, 4-ethylaniline. Substituents in CMP framework could change the catalytic activity of Pd NPs; hydroxy-substituted CMP encapsulated Pd NPs showed higher catalytic activity than Pd/CMP-H-2 for benzyl alcohol oxidation. (C) 2014 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tet.2014.04.049

  • Preparation of microporous polymer-encapsulated Pd nanoparticles and their catalytic performance for hydrogenation and oxidation

    Tamao Ishida, Yuta Onuma, Kota Kinjo, Akiyuki Hamasaki, Hironori Ohashi, Tetsuo Honma, Tomoki Akita, Takushi Yokoyama, Makoto Tokunaga, Masatake Haruta

    Tetrahedron   2014.9

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    Palladium nanoparticles (Pd NPs) encapsulated by conjugated microporous polymers (CMPs) were prepared by the Pd-catalyzed polymerization followed by a thermal treatment with N2 or H2. The Pd catalysts were embedded in the porous network during polymerization and used as a precursor for the generation of Pd NPs in CMP. Although no Pd NPs were formed in the as-synthesized Pd/CMPs, Pd NPs with 1.6-3.5 nm size were formed after the thermal treatment. The obtained Pd/CMP-N2 and -H2 catalysts were highly selective in the hydrogenation of 4-nitrostyrene to 4-ethylnitrobenzene, whereas Pd NPs supported on carbon (Ketjen black) gave a fully reduced product, 4-ethylaniline. Substituents in CMP framework could change the catalytic activity of Pd NPs; hydroxy-substituted CMP encapsulated Pd NPs showed higher catalytic activity than Pd/CMP-H2 for benzyl alcohol oxidation.

    DOI: 10.1016/j.tet.2014.04.049

  • キラル四級アンモニウム塩を触媒とする不斉塩基加水分解反応の開発

    徳永 信, 山本 英治

    月刊「ファインケミカル」   2014.9

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  • Homogeneous Pd-Catalyzed Transformation of Terminal Alkenes into Primary Allylic Alcohols and Derivatives

    Ren Tomita, Kohei Mantani, Akiyuki Hamasaki, Tamao Ishida, Makoto Tokunaga

    CHEMISTRY-A EUROPEAN JOURNAL   2014.8

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    Synthesis of primary alcohols from terminal alkenes is an important process in both bulk and fine chemical syntheses. Herein, a homogeneous Pd-complex-catalyzed transformation of terminal alkenes into primary allylic alcohols, by using 5 mol&#37; [Pd(PPh3)(4)] as a catalyst, and H2O, CO2, and quinone derivatives as reagents, is reported. When alcohols were used instead of H2O, allylic ethers were obtained. A proposed mechanism includes the addition of oxygen nucleophiles at the less-hindered terminal position of pi-allyl Pd intermediates.

    DOI: 10.1002/chem.201403373

  • Formation of Gold Clusters on La-Ni Mixed Oxides and Its Catalytic Performance for Isomerization of Allylic Alcohols to Saturated Aldehydes

    Tamao Ishida, Jun Aimoto, Akiyuki Hamasaki, Hironori Ohashi, Tetsuo Honma, Takushi Yokoyama, Kohei Sakata, Mitsutaka Okumura, Makoto Tokunaga

    CHEMISTRY LETTERS   2014.8

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    Au/NiO catalyzed the isomerization of allylic alcohols to afford saturated aldehydes. La-Ni mixed oxide could stabilize Au(III) and afford gold clusters smaller than 1 nm by H-2 reduction. The resulting Au clusters on La-Ni-O exhibited superior catalytic performance to Au/NiO for the isomerization of internal allylic alcohol, 2-octen-1-ol to octanal.

    DOI: 10.1246/cl.140369

  • Homogeneous Pd-catalyzed transformation of terminal alkenes into primary allylic alcohols and derivatives

    Ren Tomita, Kohei Mantani, Akiyuki Hamasaki, Tamao Ishida, Makoto Tokunaga

    Chemistry - A European Journal   2014.8

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    Synthesis of primary alcohols from terminal alkenes is an important process in both bulk and fine chemical syntheses. Herein, a homogeneous Pd-complex-catalyzed transformation of terminal alkenes into primary allylic alcohols, by using 5 mol % [Pd(PPh3)4] as a catalyst, and H2O, CO2, and quinone derivatives as reagents, is reported. When alcohols were used instead of H2O, allylic ethers were obtained. A proposed mechanism includes the addition of oxygen nucleophiles at the less-hindered terminal position of π-allyl Pd intermediates.

    DOI: 10.1002/chem.201403373

  • Supported palladium hydroxide-catalyzed intramolecular double C-H bond functionalization for synthesis of carbazoles and dibenzofurans

    Tamao Ishida, Ryosuke Tsunoda, Zhenzhong Zhang, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Takushi Yokoyama, Makoto Tokunaga

    APPLIED CATALYSIS B-ENVIRONMENTAL   2014.5

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    Metal oxide-supported palladium hydroxide (Pd(OH)(2)/MOx) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl C-H bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)(2) exhibited remarkably high catalytic activity. Among supported Pd(OH)(2) catalysts, Pd(OH)(2)/ZrO2 was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans. (C) 2014 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.apcatb.2013.12.051

  • Supported palladium hydroxide-catalyzed intramolecular double CH bond functionalization for synthesis of carbazoles and dibenzofurans

    Tamao Ishida, Ryosuke Tsunoda, Zhenzhong Zhang, Akiyuki Hamasaki, Tetsuo Honma, Hironori Ohashi, Takushi Yokoyama, Makoto Tokunaga

    Applied Catalysis B: Environmental   2014.5

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    Metal oxide-supported palladium hydroxide (Pd(OH)2/MOx) catalysts enabled the oxidative intramolecular couplings of diarylamines to carbazoles and diarylethers to dibenzofurans via double aryl CH bond functionalizations with molecular oxygen as the sole oxidant. While supported PdO, Pd, and palladium acetate catalysts showed poor catalytic activities, supported Pd(OH)2 exhibited remarkably high catalytic activity. Among supported Pd(OH)2 catalysts, Pd(OH)2/ZrO2 was found to be an efficient catalyst in terms of catalytic activities and selectivities for the synthesis of carbazoles and dibenzofurans.

    DOI: 10.1016/j.apcatb.2013.12.051

  • Cooperative catalysis of palladium nanoparticles and cobalt oxide support for formylation of aryl iodides under syngas atmosphere

    Akiyuki Hamasaki, Yutaro Yasutake, Takafumi Norio, Tamao Ishida, Tomoki Akita, Hironori Ohashi, Takushi Yokoyama, Tetsuo Honma, Makoto Tokunaga

    APPLIED CATALYSIS A-GENERAL   2014.1

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    Formylation of aryl iodides proceeded effectively in the presence of palladium nanoparticles on cobalt oxide under a syngas atmosphere to afford aldehydes up to 91&#37; yield. A cooperative effect between palladium nanoparticles and cobalt species derived from the support was integral to efficient transformation. Both palladium and cobalt were revealed to exist as zero valent metals after H-2 treatment from X-ray absorption near edge structure and X-ray diffraction spectra. The catalyst could be reused at least 7 times without significant loss of activity. (C) 2013 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.apcata.2013.09.043

  • Formation of gold clusters on La-Ni mixed oxides and its catalytic performance for isomerization of allylic alcohols to saturated aldehydes

    Tamao Ishida, Jun Aimoto, Akiyuki Hamasaki, Hironori Ohashi, Tetsuo Honma, Takushi Yokoyama, Kohei Sakata, Mitsutaka Okumura, Makoto Tokunaga

    Chemistry Letters   2014.1

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    Au/NiO catalyzed the isomerization of allylic alcohols to afford saturated aldehydes. LaNi mixed oxide could stabilize Au(III) and afford gold clusters smaller than 1 nm by H2reduction. The resulting Au clusters on La-Ni-O exhibited superior catalytic performance to Au/NiO for the isomerization of internal allylic alcohol, 2-octen-1-ol to octanal.

    DOI: 10.1246/cl.140369

  • Cooperative catalysis of palladium nanoparticles and cobalt oxide support for formylation of aryl iodides under syngas atmosphere

    Akiyuki Hamasaki, Yutaro Yasutake, Takafumi Norio, Tamao Ishida, Tomoki Akita, Hironori Ohashi, Takushi Yokoyama, Tetsuo Honma, Makoto Tokunaga

    Applied Catalysis A: General   2014.1

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    Formylation of aryl iodides proceeded effectively in the presence of palladium nanoparticles on cobalt oxide under a syngas atmosphere to afford aldehydes up to 91% yield. A cooperative effect between palladium nanoparticles and cobalt species derived from the support was integral to efficient transformation. Both palladium and cobalt were revealed to exist as zero valent metals after H2 treatment from X-ray absorption near edge structure and X-ray diffraction spectra. The catalyst could be reused at least 7 times without significant loss of activity.

    DOI: 10.1016/j.apcata.2013.09.043

  • 不斉四級アンモニウム塩を触媒に用いるエステル類の不斉加水分解反応

    徳永 信, 石田 玉青, 濵﨑 昭行, 武久 克磨

    九州大学中央分析センター報告   2013.12

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  • Promotional effect of Au on reduction of Ni(II) to form Au-Ni alloy catalysts for hydrogenolysis of benzylic alcohols

    Hiroaki Nishikawa, Daisuke Kawamoto, Yusuke Yamamoto, Tamao Ishida, Hironori Ohashi, Tomoki Akita, Tetsuo Honma, Hiroshi Oji, Yasuhiro Kobayashi, Akiyuki Hamasaki, Takushi Yokoyama, Makoto Tokunaga

    JOURNAL OF CATALYSIS   2013.11

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    Gold-nickel bimetallic catalysts were prepared from Au/NiO and Au(OH)(3)-Ni(OH)(2)-NiCO3 coprecipitates by treatment with hydrogen. Gold promoted the reduction of Ni(II) to Ni(0) at relatively low temperatures in the range of 100-150 degrees C, which was confirmed by H-2-TPR and in situ XAFS measurements, whereas NiO without Au was not fully reduced even at 300 degrees C. The obtained catalysts were characterized by XRD, HAADF-STEM, XAFS, and Au-197 Mossbauer, and these analyses revealed the formation of Au-Ni alloy components in the obtained catalysts. Au existed as Au nanoparticles together with Au-Ni alloy components in Au-Ni-1 prepared from Au/NiO by H-2 treatment. When Au(OH)(3)-Ni(OH)(2)-NiCO3 was treated in a flow of H-2 to produce Au-Ni-2, the formation of Au NPs was not clearly observed, thereby meaning that Au atoms were highly dispersed as a single atom and/or small clusters in the obtained catalysts. Moreover, most of the Au atoms were alloyed with Ni atoms for Au-Ni-2. The obtained Au-Ni-1 and Au-Ni-2 exhibited superior catalytic activities for the selective hydrogenolysis of benzylic alcohols into alkylbenzene derivatives in terms of reaction rates normalized by catalyst surface area. Accordingly, Au-Ni-1 and Au-Ni-2 recorded the reaction rates of 4.79 and 9.79 mmol L-1 h(-1) m(-2), respectively. These values were greater than that obtained for Raney Ni (0.14 mmol L-1 h(-1) m(-2)). In addition, Au-Ni-2, which contains higher Au-Ni alloy content, showed greater reaction rates when compared to Au-Ni-1. Since Au/TiO2 showed poor catalytic activity for the hydrogenolysis, Au-Ni alloy enhanced the catalytic activities of Ni(0). (C) 2013 Elsevier Inc. All rights reserved.

    DOI: 10.1016/j.jcat.2013.07.027

  • Gold nanoparticles assisted formation of cobalt species for intermolecular hydroaminomethylation and intramolecular cyclocarbonylation of olefins

    Xiaohao Liu, Akiyuki Hamasaki, Yoshihiro Yamane, Shohei Aikawa, Tamao Ishida, Masatake Haruta, Makoto Tokunaga

    Catalysis Science and Technology   2013.10

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    The intermolecular hydroaminomethylation and the intramolecular cyclocarbonylation efficiently proceeded on cobalt oxide supported gold nanoparticles. The intermolecular reaction employing terminal olefins and N-isopropylaniline afforded hydroaminomethylated products as a mixture of regioisomers via a common reaction path consisting of hydroformylation, imine formation, and hydrogenation. In contrast, indolinone derivatives were exclusively obtained in the case of 2-alkenylanilines based on the intramolecular cyclocarbonylation mechanism. Both of these reactions were catalyzed by cobalt species derived from cobalt oxide. The active cobalt species were formed via reduction of the oxide support promoted by deposited gold nanoparticles. Characterization of the catalysts before and after the reaction was also performed.

    DOI: 10.1039/c3cy00336a

  • Promotional effect of Au on reduction of Ni(II) to form Au-Ni alloy catalysts for hydrogenolysis of benzylic alcohols

    Hiroaki Nishikawa, Daisuke Kawamoto, Yusuke Yamamoto, Tamao Ishida, Hironori Ohashi, Tomoki Akita, Tetsuo Honma, Hiroshi Oji, Yasuhiro Kobayashi, Akiyuki Hamasaki, Takushi Yokoyama, Makoto Tokunaga

    Journal of Catalysis   2013.9

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    Gold-nickel bimetallic catalysts were prepared from Au/NiO and Au(OH) 3-Ni(OH)2-NiCO3 coprecipitates by treatment with hydrogen. Gold promoted the reduction of Ni(II) to Ni(0) at relatively low temperatures in the range of 100-150 C, which was confirmed by H2-TPR and in situ XAFS measurements, whereas NiO without Au was not fully reduced even at 300 C. The obtained catalysts were characterized by XRD, HAADF-STEM, XAFS, and 197Au Mössbauer, and these analyses revealed the formation of Au-Ni alloy components in the obtained catalysts. Au existed as Au nanoparticles together with Au-Ni alloy components in Au-Ni-1 prepared from Au/NiO by H2 treatment. When Au(OH)3-Ni(OH) 2-NiCO3 was treated in a flow of H2 to produce Au-Ni-2, the formation of Au NPs was not clearly observed, thereby meaning that Au atoms were highly dispersed as a single atom and/or small clusters in the obtained catalysts. Moreover, most of the Au atoms were alloyed with Ni atoms for Au-Ni-2. The obtained Au-Ni-1 and Au-Ni-2 exhibited superior catalytic activities for the selective hydrogenolysis of benzylic alcohols into alkylbenzene derivatives in terms of reaction rates normalized by catalyst surface area. Accordingly, Au-Ni-1 and Au-Ni-2 recorded the reaction rates of 4.79 and 9.79 mmol L-1 h-1 m-2, respectively. These values were greater than that obtained for Raney Ni (0.14 mmol L -1 h-1 m-2). In addition, Au-Ni-2, which contains higher Au-Ni alloy content, showed greater reaction rates when compared to Au-Ni-1. Since Au/TiO2 showed poor catalytic activity for the hydrogenolysis, Au-Ni alloy enhanced the catalytic activities of Ni(0).

    DOI: 10.1016/j.jcat.2013.07.027

  • キラル四級アンモニウム塩を用いるエステルの不斉加水分解反応

    徳永 信

    有機分子触媒による未来型分子変換News Letter No.21   2013.9

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  • 金ナノ粒子による担体還元促進作用と新たな触媒機能

    石田 玉青, 濱崎 昭行, 徳永 信

    觸媒 = Catalyst   2013.8

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    Reduction Enhancement of Oxide Supports by Gold Nanoparticles and New Catalytic Functions

  • 金ナノ粒子による担体還元促進作用と新たな触媒機能

    徳永 信, 石田 玉青, 濵﨑 昭行

    「触媒(Catalysts and Catalysis)」   2013.8

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  • Novel feature and catalysis of metal oxide supported gold nanoparticles

    Akiyuki Hamasaki, Tamao Ishida, Makoto Tokunaga

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   2013.7

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    Gold nanoparticles are drawing great attention because of its interesting properties. Although a bulk gold is chemically inert, a nano-sized particles shows completely different characteristics. Therefore, applications of gold nanoparticles for organic transformations are wide-spreading in recent years. We have developed several organic reactions employing metal oxide supported gold nanoparticles. In these reactions, the catalysis are assumed not only by gold nanoparticles but an active species formed from oxide support depending on the reaction conditions. This phenomenon expands the capability of metal oxide supported gold nanoparticles since the catalysis can be modulated by employing a proper metal oxide support.

    DOI: 10.5059/yukigoseikyokaishi.71.443

  • Synthesis of higher alcohols by Fischer-Tropsch synthesis over alkali metal-modified cobalt catalysts

    Tamao Ishida, Tatsuya Yanagihara, Xiaohao Liu, Hironori Ohashi, Akiyuki Hamasaki, Tetsuo Honma, Hiroshi Oji, Takushi Yokoyama, Makoto Tokunaga

    APPLIED CATALYSIS A-GENERAL   2013.5

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    Alkali metal-modified unsupported and supported cobalt catalysts worked efficiently in the Fischer-Tropsch (FT) synthesis for the production of higher alcohols in a batch slurry-phase reactor. Sodium-modified Co catalysts exhibited the highest catalytic performance in terms of catalytic activity and higher alcohol selectivities compared to other alkali metal-modified Co catalysts: they also gave appreciable amounts of higher alcohols with more than four carbon atoms (C5+ alcohols) as much as 77&#37; of the total alcohol distribution. According to the characterization of the catalysts using XRD, TEM, XPS, XAFS, and CO2-TPD, the effect of Na was suggested as follows: (i) a decrease in the size of Co nanoparticles, (ii) a decrease in the reducibility of Co(II) to Co(O), and (iii) an increase in surface basicity. These factors enable the production of higher alcohols with high selectivities at high CO conversions. (c) 2013 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.apcata.2013.03.042

  • A key mechanism of ethanol electrooxidation reaction in a noble-metal-free metal-organic framework

    Takayoshi Ishimoto, Teppei Ogura, Michihisa Koyama, Lifen Yang, Shozo Kinoshita, Teppei Yamada, Makoto Tokunaga, Hiroshi Kitagawa

    Journal of Physical Chemistry C   2013.5

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    We elucidated theoretically an electrooxidation reaction mechanism of ethanol on a metal-organic framework (MOF) electrocatalyst, (HOC 2H4)2dtoaCu (H2dtoa = dithiooxamide), by using the density functional theory method. The indirect proton transfer from ethanol to the MOF via the HOC2H4 group is revealed to be a key mechanism controlling the reactivity of ethanol oxidation on MOF. We have also studied the ethanol oxidation reaction pathways on a series of R2dtoaCu (R = HOC3H6, C 2H5, C3H7, CH3, and H). Three dominant factors in the electrooxidation activity of R2dtoaCu were identified: (1) adsorptive interaction with the MOF
    (2) strain in the backbone structure that enhances its activity as a proton acceptor
    and (3) a proton-transfer pathway from ethanol to R2dtoaCu. These theoretical identifications are confirmed with the experimental results for ethanol sorption isotherms and the activity of the ethanol electrooxidation reaction measured for R2dtoaCu (R = HOC3H6 and C 2H5). We are the first to demonstrate the oxidation reaction mechanism of the MOF electrocatalyst for ethanol with theoretical study. © 2013 American Chemical Society.

    DOI: 10.1021/jp4031046

  • Synthesis of higher alcohols by Fischer-Tropsch synthesis over alkali metal-modified cobalt catalysts

    Tamao Ishida, Tatsuya Yanagihara, Xiaohao Liu, Hironori Ohashi, Akiyuki Hamasaki, Tetsuo Honma, Hiroshi Oji, Takushi Yokoyama, Makoto Tokunaga

    Applied Catalysis A: General   2013.5

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    Alkali metal-modified unsupported and supported cobalt catalysts worked efficiently in the Fischer-Tropsch (FT) synthesis for the production of higher alcohols in a batch slurry-phase reactor. Sodium-modified Co catalysts exhibited the highest catalytic performance in terms of catalytic activity and higher alcohol selectivities compared to other alkali metal-modified Co catalysts: they also gave appreciable amounts of higher alcohols with more than four carbon atoms (C5+ alcohols) as much as 77% of the total alcohol distribution. According to the characterization of the catalysts using XRD, TEM, XPS, XAFS, and CO2-TPD, the effect of Na was suggested as follows: (i) a decrease in the size of Co nanoparticles, (ii) a decrease in the reducibility of Co(II) to Co(0), and (iii) an increase in surface basicity. These factors enable the production of higher alcohols with high selectivities at high CO conversions.

    DOI: 10.1016/j.apcata.2013.03.042

  • A key mechanism of ethanol electrooxidation reaction in a noble-metal-free metal-organic framework

    Takayoshi Ishimoto, Teppei Ogura, Michihisa Koyama, Lifen Yang, Shozo Kinoshita, Teppei Yamada, Makoto Tokunaga, Hiroshi Kitagawa

    Journal of Physical Chemistry C   2013.5

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    We elucidated theoretically an electrooxidation reaction mechanism of ethanol on a metal-organic framework (MOF) electrocatalyst, (HOC 2H4)2dtoaCu (H2dtoa = dithiooxamide), by using the density functional theory method. The indirect proton transfer from ethanol to the MOF via the HOC2H4 group is revealed to be a key mechanism controlling the reactivity of ethanol oxidation on MOF. We have also studied the ethanol oxidation reaction pathways on a series of R2dtoaCu (R = HOC3H6, C 2H5, C3H7, CH3, and H). Three dominant factors in the electrooxidation activity of R2dtoaCu were identified: (1) adsorptive interaction with the MOF; (2) strain in the backbone structure that enhances its activity as a proton acceptor; and (3) a proton-transfer pathway from ethanol to R2dtoaCu. These theoretical identifications are confirmed with the experimental results for ethanol sorption isotherms and the activity of the ethanol electrooxidation reaction measured for R2dtoaCu (R = HOC3H6 and C 2H5). We are the first to demonstrate the oxidation reaction mechanism of the MOF electrocatalyst for ethanol with theoretical study.

    DOI: 10.1021/jp4031046

  • 研究室紹介 ‐北から南から‐

    徳永 信、石田玉青、濱崎昭行

    2013.1

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  • Hydrolytic enantioselective protonation of cyclic dienyl esters and a β-diketone with chiral phase-transfer catalysts

    Eiji Yamamoto, Daichi Gokuden, Ayano Nagai, Takashi Kamachi, Kazunari Yoshizawa, Akiyuki Hamasaki, Tamao Ishida, Makoto Tokunaga

    Organic Letters   2012.12

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    Hydrolytic enantioselective protonation of dienyl esters and a β-diketone catalyzed by phase-transfer catalysts are described. The latter reaction is the first example of an enantio-convergent retro-Claisen condensation. Corresponding various optically active α,β-unsaturated ketones having tertiary chiral centers adjacent to carbonyl groups were obtained in good to excellent yields and enantiomeric ratios (83-99%, up to 97.5:2.5 er).

    DOI: 10.1021/ol3027363

  • 5.18 Addition Reaction: Kinetic Resolution

    M. Tokunaga, A. Hamasaki

    Comprehensive Chirality   2012.9

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    DOI: 10.1016/B978-0-08-095167-6.00520-6

  • Palladium-Catalyzed 1,4-Addition of Carboxylic Acids to Butadiene Monoxide

    Akiyuki Hamasaki, Shuhei Maruta, Aki Nakamura, Makoto Tokunaga

    ADVANCED SYNTHESIS & CATALYSIS   2012.8

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    Palladium complexes catalyze the 1,4-addition of acetic acid to butadiene monoxide to give 4-hydroxybut-2-en-1-yl acetate. The highest 1,4-/1,2-addition selectivity of 18.9 was achieved. The reaction seems to proceed via a Wacker-like mechanism.

    DOI: 10.1002/adsc.201200059

  • Palladium-catalyzed 1,4-addition of carboxylic acids to butadiene monoxide

    Akiyuki Hamasaki, Shuhei Maruta, Aki Nakamura, Makoto Tokunaga

    Advanced Synthesis and Catalysis   2012.8

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    Palladium complexes catalyze the 1,4-addition of acetic acid to butadiene monoxide to give 4-hydroxybut-2-en-1-yl acetate. The highest 1,4-/1,2-addition selectivity of 18.9 was achieved. The reaction seems to proceed via a Wacker-like mechanism.

    DOI: 10.1002/adsc.201200059

  • Metal oxide-catalyzed ammoxidation of alcohols to nitriles and promotion effect of gold nanoparticles for one-pot amide synthesis

    Tamao Ishida, Hiroto Watanabe, Takashi Takei, Akiyuki Hamasaki, Makoto Tokunaga, Masatake Haruta

    APPLIED CATALYSIS A-GENERAL   2012.5

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    Transition metal oxides (MnO2, Co3O4, and NiO) are catalytically active for the ammoxidation of alcohols to nitriles. In particular, MnO2 exhibited remarkably high catalytic activity and selectivity for the ammoxidation of alcohols to produce nitriles. Benzyl alcohol could also be directly converted to benzonitrile by MnO2 catalyst by the one-pot ammoxidation and the hydration with water which was formed by the first ammoxidation step. The deposition of gold nanoparticles (Au NPs) onto MnO2 did not enhance the ammoxidation of benzyl alcohol but promoted the hydration of benzonitrile to produce benzamide with high selectivity. In contrast, Au NPs supported on Al2O3. CuO, and CeO2 catalyzed the ammoxidation of benzyl alcohol, whereas these metal oxides themselves were inactive for the ammoxidation or showed low catalytic activity. These results have demonstrated that gold is intrinsically active as a catalyst for the ammoxidation of alcohols. (C) 2012 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.apcata.2012.03.006

  • Metal oxide-catalyzed ammoxidation of alcohols to nitriles and promotion effect of gold nanoparticles for one-pot amide synthesis

    Tamao Ishida, Hiroto Watanabe, Takashi Takei, Akiyuki Hamasaki, Makoto Tokunaga, Masatake Haruta

    Applied Catalysis A: General   2012.5

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    Transition metal oxides (MnO 2, Co 3O 4, and NiO) are catalytically active for the ammoxidation of alcohols to nitriles. In particular, MnO 2 exhibited remarkably high catalytic activity and selectivity for the ammoxidation of alcohols to produce nitriles. Benzyl alcohol could also be directly converted to benzonitrile by MnO 2 catalyst by the one-pot ammoxidation and the hydration with water which was formed by the first ammoxidation step. The deposition of gold nanoparticles (Au NPs) onto MnO 2 did not enhance the ammoxidation of benzyl alcohol but promoted the hydration of benzonitrile to produce benzamide with high selectivity. In contrast, Au NPs supported on Al 2O 3, CuO, and CeO 2 catalyzed the ammoxidation of benzyl alcohol, whereas these metal oxides themselves were inactive for the ammoxidation or showed low catalytic activity. These results have demonstrated that gold is intrinsically active as a catalyst for the ammoxidation of alcohols.

    DOI: 10.1016/j.apcata.2012.03.006

  • tert-Butylnitrite as a convenient and easy-removable oxidant for the conversion of benzylic alcohols to ketones and aldehydes

    Akiyuki Hamasaki, Hideyuki Kuwada, Makoto Tokunaga

    TETRAHEDRON LETTERS   2012.2

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    The oxidation of primary and secondary benzylic alcohols was achieved by using tert-butyl nitrite (t-BuONO) as a stoichiometric oxidant. Various substrates were effectively converted into the corresponding ketones or aldehydes in good to excellent yields. The reaction presumably proceeded by a nitrosyl exchange and a subsequent thermal decomposition of benzylic nitrites. This process would realize an oxidation of alcohols with oxygen in theory by combining with a reproduction of alkyl nitrites from NO and alcohols under an O-2 atmosphere. In addition, almost pure oxidized products were readily obtained by simple evaporation of the reaction mixtures since t-BuONO produced only volatile side products. (C) 2011 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2011.12.006

  • Tert-Butylnitrite as a convenient and easy-removable oxidant for the conversion of benzylic alcohols to ketones and aldehydes

    Akiyuki Hamasaki, Hideyuki Kuwada, Makoto Tokunaga

    Tetrahedron Letters   2012.2

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    The oxidation of primary and secondary benzylic alcohols was achieved by using tert-butyl nitrite (t-BuONO) as a stoichiometric oxidant. Various substrates were effectively converted into the corresponding ketones or aldehydes in good to excellent yields. The reaction presumably proceeded by a nitrosyl exchange and a subsequent thermal decomposition of benzylic nitrites. This process would realize an oxidation of alcohols with oxygen in theory by combining with a reproduction of alkyl nitrites from NO and alcohols under an O 2 atmosphere. In addition, almost pure oxidized products were readily obtained by simple evaporation of the reaction mixtures since t-BuONO produced only volatile side products.

    DOI: 10.1016/j.tetlet.2011.12.006

  • Cobalt oxide supported gold nanoparticles as a stable and readily-prepared precursor for the in situ generation of cobalt carbonyl like species

    Akiyuki Hamasaki, Akiko Muto, Shingo Haraguchi, Xiaohao Liu, Takanori Sakakibara, Takushi Yokoyama, Makoto Tokunaga

    TETRAHEDRON LETTERS   2011.12

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    A treatment of cobalt oxide supported gold nanoparticles (Au/Co3O4) under syngas atmosphere effectively generated a cobalt carbonyl-like active species in the reaction vessel. The preparation of Au/CO3O4 was quite simple and the in situ generated cobalt species could be used as a stable and easy handling alternative for dicobalt octacarbonyl without bothersome purification prior to use. The reactions, which are sensitive to the purity of the dicobalt octacarbonyl, such as the alkoxycarbonylation of epoxides and the Pauson-Khand reaction, smoothly progressed with Au/Co3O4. (C) 2011 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.tetlet.2011.09.067

  • Cobalt oxide supported gold nanoparticles as a stable and readily-prepared precursor for the in situ generation of cobalt carbonyl like species

    Akiyuki Hamasaki, Akiko Muto, Shingo Haraguchi, Xiaohao Liu, Takanori Sakakibara, Takushi Yokoyama, Makoto Tokunaga

    Tetrahedron Letters   2011.12

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    A treatment of cobalt oxide supported gold nanoparticles (Au/Co 3O4) under syngas atmosphere effectively generated a cobalt carbonyl-like active species in the reaction vessel. The preparation of Au/Co3O4 was quite simple and the in situ generated cobalt species could be used as a stable and easy handling alternative for dicobalt octacarbonyl without bothersome purification prior to use. The reactions, which are sensitive to the purity of the dicobalt octacarbonyl, such as the alkoxycarbonylation of epoxides and the Pauson-Khand reaction, smoothly progressed with Au/Co3O4.

    DOI: 10.1016/j.tetlet.2011.09.067

  • Anti-ASF distribution in Fischer-Tropsch synthesis over unsupported cobalt catalysts in a batch slurry phase reactor

    Xiaohao Liu, Akiyuki Hamasaki, Tetsuo Honma, Makoto Tokunaga

    CATALYSIS TODAY   2011.10

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    Fischer-Tropsch synthesis (FTS) over unsupported coprecipitated cobalt catalysts in n-decane in a batch slurry phase reactor by adding water vapor (H2O/CO = 0.12 in molar ratio) prior to reaction has been studied. The addition of water vapor exhibits a marked effect on the product selectivity. In the absence of water, the carbon number distribution of FT products follows the classical Anderson-Schulz-Flory (ASF) pattern resulting in a low selectivity (32&#37;) in the desired C10+ hydrocarbons. In contrast, with the promotion of water vapor, the formation of heavy products is appreciably increased up to 87.3&#37; in C10+ hydrocarbons so that the selectivity in the range of C-8-C-30 increases obviously along with an increase in carbon number (n), which leads to a substantial deviation from ASF pattern. The effect of water is explained by suppressing secondary hydrogenation of 1-olefins and facilitating their readsorption and chain growth. (C) 2011 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.cattod.2011.03.030

  • Anti-ASF distribution in Fischer-Tropsch synthesis over unsupported cobalt catalysts in a batch slurry phase reactor

    Xiaohao Liu, Akiyuki Hamasaki, Tetsuo Honma, Makoto Tokunaga

    Catalysis Today   2011.10

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    Fischer-Tropsch synthesis (FTS) over unsupported coprecipitated cobalt catalysts in n-decane in a batch slurry phase reactor by adding water vapor (H2O/CO=0.12 in molar ratio) prior to reaction has been studied. The addition of water vapor exhibits a marked effect on the product selectivity. In the absence of water, the carbon number distribution of FT products follows the classical Anderson-Schulz-Flory (ASF) pattern resulting in a low selectivity (32%) in the desired C10+ hydrocarbons. In contrast, with the promotion of water vapor, the formation of heavy products is appreciably increased up to 87.3% in C10+ hydrocarbons so that the selectivity in the range of C8-C30 increases obviously along with an increase in carbon number (n), which leads to a substantial deviation from ASF pattern. The effect of water is explained by suppressing secondary hydrogenation of 1-olefins and facilitating their readsorption and chain growth.

    DOI: 10.1016/j.cattod.2011.03.030

  • Catalytic Asymmetric Hydrolysis: Asymmetric Hydrolytic Protonation of Enol Esters Catalyzed by Phase-Transfer Catalysts

    Eiji Yamamoto, Ayano Nagai, Akiyuki Hamasaki, Makoto Tokunaga

    CHEMISTRY-A EUROPEAN JOURNAL   2011.6

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    Like an enzyme: Asymmetric hydrolysis of enol esters is accomplished by chiral phase-transfer catalysts under biphasic base hydrolysis conditions. Stoichiometric reactions support the generation of a well-organized chiral ammonium hydroxide species (Q+OH-). Copyright © 2011 WILEY-VCH Verlag GmbH &amp; Co. KGaA, Weinheim.

    DOI: 10.1002/chem.201100833

  • Catalytic asymmetric hydrolysis Asymmetric hydrolytic protonation of enol esters catalyzed by phase-transfer catalysts

    Eiji Yamamoto, Ayano Nagai, Akiyuki Hamasaki, Makoto Tokunaga

    Chemistry - A European Journal   2011.6

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    Like an enzyme: Asymmetric hydrolysis of enol esters is accomplished by chiral phase-transfer catalysts under biphasic base hydrolysis conditions. Stoichiometric reactions support the generation of a well-organized chiral ammonium hydroxide species (Q+OH-).

    DOI: 10.1002/chem.201100833

  • Irreversible Catalytic Ester Hydrolysis of Allyl Esters to Give Acids and Aldehydes by Homogeneous Ruthenium and Ruthenium/Palladium Dual Catalyst Systems

    Asami Nakamura, Akiyuki Hamasaki, Sachihiko Goto, Masaru Utsunomiya, Makoto Tokunaga

    ADVANCED SYNTHESIS & CATALYSIS   2011.4

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    An irreversible hydrolysis reaction of allyl esters (1) into carboxylic acids (2) and propanal (3) was achieved with a ruthenium/palladium (Ru/Pd) dual catalyst system. The optimized catalysts consists of a 1:1:1 mixture of (cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate {[RuCp(MeCN)(3)] PF(6)}, bis(acetonitrile)palladium dichloride [PdCl(2)(MeCN)(2)] and 1,6-bis(diphenylphosphanyl)hexane (DPPHex). The reaction proceeds via isomerization of allyl esters to 1-propenyl esters and hydrolysis of them to give 2 and 3. The first isomerization step was virtually catalyzed by the Ru components and the second hydrolysis step was mainly catalyzed by the Pd components. The optimized bidentate phosphine (DPPHex) which has long alkylene chain effectively generates two vacant sites on the Ru centers by bridging coordination. When a chelating bidentate phosphine such as DPPE was employed, only one vacant site remained on the Ru center and resulted in a low activity. This chelating Ru complex of DPPE formed even in the presence of 2 equivalents of Ru or additional 1 equivalent of Pd. These differences in coordination behaviour between DPPHex and 1,2-bis(diphenylphosphanyl)ethane (DPPE) cause the differences of the catalytic activity in the first step. The phosphine coordination to Pd center slightly decreases the activity of second hydrolysis step but which was compensated by the increasing of the stability of Pd. On the whole, the optimized Ru/Pd dual catalyst system exhibited good performances on the irreversible hydrolysis of allyl esters.

    DOI: 10.1002/adsc.201000369

  • Irreversible catalytic ester hydrolysis of allyl esters to give acids and aldehydes by homogeneous ruthenium and ruthenium/palladium dual catalyst systems

    Asami Nakamura, Akiyuki Hamasaki, Sachihiko Goto, Masaru Utsunomiya, Makoto Tokunaga

    Advanced Synthesis and Catalysis   2011.4

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    An irreversible hydrolysis reaction of allyl esters (1) into carboxylic acids (2) and propanal (3) was achieved with a ruthenium/palladium (Ru/Pd) dual catalyst system. The optimized catalysts consists of a 1:1:1 mixture of (cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate {[RuCp(MeCN)3] PF6}, bis(acetonitrile)palladium dichloride [PdCl2(MeCN)2] and 1,6-bis(diphenylphosphanyl)hexane (DPPHex). The reaction proceeds via isomerization of allyl esters to 1-propenyl esters and hydrolysis of them to give 2 and 3. The first isomerization step was virtually catalyzed by the Ru components and the second hydrolysis step was mainly catalyzed by the Pd components. The optimized bidentate phosphine (DPPHex) which has long alkylene chain effectively generates two vacant sites on the Ru centers by bridging coordination. When a chelating bidentate phosphine such as DPPE was employed, only one vacant site remained on the Ru center and resulted in a low activity. This chelating Ru complex of DPPE formed even in the presence of 2 equivalents of Ru or additional 1 equivalent of Pd. These differences in coordination behaviour between DPPHex and 1,2- bis(diphenylphosphanyl)ethane (DPPE) cause the differences of the catalytic activity in the first step. The phosphine coordination to Pd center slightly decreases the activity of second hydrolysis step but which was compensated by the increasing of the stability of Pd. On the whole, the optimized Ru/Pd dual catalyst system exhibited good performances on the irreversible hydrolysis of allyl esters.

    DOI: 10.1002/adsc.201000369

  • Highly atom efficient catalytic reactions utilizing water and alcohols as reagents

    Akiyuki Hamasaki, Eiji Yamamoto, Hisashi Itoh, Makoto Tokunaga

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   2011.1

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    In this accounts, we describe our recent studies on hydrolysis, alcoholysis, and addition of alcohols to organic molecules. The reactions utilizing water and alcohols as a reagent are one of the most basic and simple reactions. The palladium-catalyzed asymmetric hydrolysis and alcoholysis of vinyl ethers gave valuable axially chiral 1,1 '-bi-2-naphthol and 1,1 '-bi-2-phenol derivatives and chiral P-chirogenic compounds in optically active form. The reaction is applied for hydrolytic deallylation of N-allyl amide and allyl esters. The later one was achieved by palladium/ruthenium dual catalysts which is the first example of catalytic irreversible ester hydrolysis. Gold complexes also catalyzed vinyl ether alcoholysis and hydroalkoxylation of olefins. In the later reaction, simple unactivated olefins can be used as substrates and gave the product in 92&#37; yield. The copper-DTBM-SEGPHOS complex catalyzed alcoholysis of azlactones which is the first example showing zero-order kinetic resolution. (C) 2010 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.jorganchem.2010.08.053

  • Highly atom efficient catalytic reactions utilizing water and alcohols as reagents

    Akiyuki Hamasaki, Eiji Yamamoto, Hisashi Itoh, Makoto Tokunaga

    Journal of Organometallic Chemistry   2011.1

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    In this accounts, we describe our recent studies on hydrolysis, alcoholysis, and addition of alcohols to organic molecules. The reactions utilizing water and alcohols as a reagent are one of the most basic and simple reactions. The palladium-catalyzed asymmetric hydrolysis and alcoholysis of vinyl ethers gave valuable axially chiral 1,1′-bi-2-naphthol and 1,1′-bi-2-phenol derivatives and chiral P-chirogenic compounds in optically active form. The reaction is applied for hydrolytic deallylation of N-allyl amide and allyl esters. The later one was achieved by palladium/ruthenium dual catalysts which is the first example of catalytic irreversible ester hydrolysis. Gold complexes also catalyzed vinyl ether alcoholysis and hydroalkoxylation of olefins. In the later reaction, simple unactivated olefins can be used as substrates and gave the product in 92% yield. The copper-DTBM-SEGPHOS complex catalyzed alcoholysis of azlactones which is the first example showing zero-order kinetic resolution.

    DOI: 10.1016/j.jorganchem.2010.08.053

  • Controllable Fischer-Tropsch Synthesis by In Situ-Produced 1-Olefins

    Xiaohao Liu, Makoto Tokunaga

    CHEMCATCHEM   2010.12

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    DOI: 10.1002/cctc.201000193

  • Controllable Fischer-Tropsch Synthesis by InSitu-Produced 1-Olefins

    Xiaohao Liu, Makoto Tokunaga

    ChemCatChem   2010.12

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    DOI: 10.1002/cctc.201000193

  • Metal Complexes-catalyzed Hydrolysis, Alcoholysis, and Hydroalkoxylation

    Makoto Tokunaga, Akiyuki Hamasaki, Eiji Yamamoto, Hisashi Itoh

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   2010.7

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    In this accounts, we describe our recent studies on hydrolysis, alcoholysis, and addition of alcohols to organic molecules. The reactions utilizing water and alcohols as a reagent are one of the most basic and simple reactions. The palladium-catalyzed asymmetric hydrolysis and alcoholysis of vinyl ethers gave valuable axially-chiral 1,1'-bi-2-naphthol and 1,1'-bi-2-phenol derivatives and chiral P-chirogenic compounds in optically active form. The reaction is applied for hydrolytic deallylation of N-allyl amide and ally! esters. The later one was achieved by palladium/ruthenium dual catalysts which is the first example of catalytic irreversible ester hydrolysis. Gold complexes also catalyzed vinyl ether alcoholysis and hydroalkoxylation of olefins. In the later reaction, simple unactivated olefins can be used as substrates and gave the product in 92&#37; yield. The copper-DTBM-SEGPHOS complex catalyzed alcoholysis of azlactones which is the first example showing zero-order kinetic resolution.

    DOI: 10.5059/yukigoseikyokaishi.68.738

  • Metal complexes-catalyzed hydrolysis, alcoholysis, and hydroalkoxylation

    Makoto Tokunaga, Akiyuki Hamasaki, Eiji Yamamoto, Hisashi Itoh

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   2010.7

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    In this accounts, we describe our recent studies on hydrolysis, alcoholysis, and addition of alcohols to organic molecules. The reactions utilizing water and alcohols as a reagent are one of the most basic and simple reactions. The palladium-catalyzed asymmetric hydrolysis and alcoholysis of vinyl ethers gave valuable axially-chiral 1,1'-bi-2-naphthol and 1,1'-bi-2-phenol derivatives and chiral P-chirogenic compounds in optically active form. The reaction is applied for hydrolytic deallylation of N-allyl amide and allyl esters. The later one was achieved by palladium/ruthenium dual catalysts which is the first example of catalytic irreversible ester hydrolysis. Gold complexes also catalyzed vinyl ether alcoholysis and hydroalkoxylation of olefins. In the later reaction, simple unactivated olefins can be used as substrates and gave the product in 92% yield. The copper-DTBM-SEGPHOS complex catalyzed alcoholysis of azlactones which is the first example showing zero-order kinetic resolution.

    DOI: 10.5059/yukigoseikyokaishi.68.738

  • A Metal-Organic Framework as an Electrocatalyst for Ethanol Oxidation

    Lifen Yang, Shozo Kinoshita, Teppei Yamada, Seiichi Kanda, Hiroshi Kitagawa, Makoto Tokunaga, Takayoshi Ishimoto, Teppei Ogura, Ryo Nagumo, Akira Miyamoto, Michihisa Koyama

    Angewandte Chemie - International Edition   2010.7

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    (Figer Presented)No need for nobles: The copper-based metal-organic framework material N,N′-bis(2-hydroxyethyl)dithiooxamidatocopper(II) (see picture, Cu pink, N blue, S yellow, O red, C gray, H white) is an active catalyst for ethanol electrooxidation. The performance of this noble-metalfree material is comparable to those of some reported Pt-based catalysts.

    DOI: 10.1002/anie.201000863

  • Enhancement of Reaction Efficiency by Functionalized Alcohols on Gold(I)-Catalyzed Intermolecular Hydroalkoxylation of Unactivated Olefins

    Toshifumi Hirai, Akiyuki Hamasaki, Aki Nakamura, Makoto Tokunaga

    ORGANIC LETTERS   2009.12

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    Intermolecular hydroalkoxylation of unactivated olefins catalyzed by the combination of gold(I) and electron deficient phosphine ligands has been developed. Although pairings of unactivated olefins and common aliphatic alcohols gave unsatisfactory results In gold catalyzed hydroalkoxylations, the use of alcohol substrates bearing coordination functionalities such as halogen or alkoxy groups showed great improvement of reactivity.

    DOI: 10.1021/ol9023166

  • Enhancement of reaction efficiency by functionalized alcohols on gold(I)-catalyzed intermodular hydroalkoxylation of unactivated olefins

    Toshifumi Hirai, Aklyuki Hamasaki, Aki Nakamura, Makoto Tokunaga

    Organic Letters   2009.12

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    "Chemical Equation Presented" Intermolecular hydroalkoxylation of unactivated olefins catalyzed by the combination of gold(I) and electron deficient phosphine ligands has been developed. Although pairings of unactivated olefins and common aliphatic alcohols gave unsatisfactory results In gold catalyzed hydroalkoxylations, the use of alcohol substrates bearing coordination functionalities such as halogen or alkoxy groups showed great improvement of reactivity.

    DOI: 10.1021/ol9023166

  • 金属酸化物担持金ナノ粒子を利用した有機合成反応

    濱崎昭行、山根義弘、原口慎吾、劉 小浩、徳永 信、

    九州大学中央分析センター報告, 2009, 27   2009.12

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  • Hydroformylation of olefins by Au/Co3O4 catalysts

    Xiaohao Liu, Baoshan Hu, Kaoru Fujimoto, Masatake Haruta, Makoto Tokunaga

    APPLIED CATALYSIS B-ENVIRONMENTAL   2009.11

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    The hydroformylation of olefins over supported gold catalysts in an autoclave reactor under mild conditions (100-140 degrees C, 3-5 MPa) has been studied. Over Au/AC (activated carbon), Au/PVP (polyvinylpyrrolidone), Au/Al2O3, Au/TiO2, Au/Fe2O3, Au/ZnO, Au/CeO2 and Co3O4, 1-olefin mainly remained unchanged and the major products were isomerized olefins or hydrogenated paraffin. In contrast, Au nanoparticles deposited on Co3O4 led to remarkably high catalytic activities in hydroformylation reaction with selectivities above 85&#37; to desired aldehydes. The hydroformylation of olefins proceeds preferentially at temperatures below 140 degrees C, above which the reactions of olefins gradually shifted to isomerization and then to hydrogenation. It appeared that the activity and selectivity of hydroformylation reaction strongly depend on the molecular structure of olefins, which could be ascribed to steric constraints as internal olefins are relatively inappropriate to form alkyl group and subsequent acyl group by insertion of CO. The Au/Co3O4 catalyst can be recycled by simple decantation with slight decrease in catalytic activity along with an increase in recycle times, which is a great advantage over homogeneous catalysts. The role of gold nanoparticles can be assumed to dissociate hydrogen molecule into atomic species which reduce Co3O4 to Co metal under mild reaction conditions. (C) 2009 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.apcatb.2009.08.021

  • Hydroformylation of olefins by Au/Co3O4 catalysts

    Xiaohao Liu, Baoshan Hu, Kaoru Fujimoto, Masatake Haruta, Makoto Tokunaga

    Applied Catalysis B: Environmental   2009.11

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    The hydroformylation of olefins over supported gold catalysts in an autoclave reactor under mild conditions (100-140 °C, 3-5 MPa) has been studied. Over Au/AC (activated carbon), Au/PVP (polyvinylpyrrolidone), Au/Al2O3, Au/TiO2, Au/Fe2O3, Au/ZnO, Au/CeO2 and Co3O4, 1-olefin mainly remained unchanged and the major products were isomerized olefins or hydrogenated paraffin. In contrast, Au nanoparticles deposited on Co3O4 led to remarkably high catalytic activities in hydroformylation reaction with selectivities above 85% to desired aldehydes. The hydroformylation of olefins proceeds preferentially at temperatures below 140 °C, above which the reactions of olefins gradually shifted to isomerization and then to hydrogenation. It appeared that the activity and selectivity of hydroformylation reaction strongly depend on the molecular structure of olefins, which could be ascribed to steric constraints as internal olefins are relatively inappropriate to form alkyl group and subsequent acyl group by insertion of CO. The Au/Co3O4 catalyst can be recycled by simple decantation with slight decrease in catalytic activity along with an increase in recycle times, which is a great advantage over homogeneous catalysts. The role of gold nanoparticles can be assumed to dissociate hydrogen molecule into atomic species which reduce Co3O4 to Co metal under mild reaction conditions.

    DOI: 10.1016/j.apcatb.2009.08.021

  • Synthesis and structural characterization of a series of mono-O-(diphenylphosphinobenzyl)calix[6]arenes with and without tert-butyl moieties at the upper rim

    Tetsuaki Fujihara, Sho Kubouchi, Yasushi Obora, Makoto Tokunaga, Kazuhiro Takenaka, Yasushi Tsuji

    Bulletin of the Chemical Society of Japan   2009.10

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    abs Synthesis and characterization of a series of mono-O- (diphenylphosphinobenzyl)calix[6]arenes are presented. The two types of calix[6]arene moieties were prepared: 1 (with tert-butyl groups at the upper rim) and 2 (without the tert-butyl groups). With regard to the position of a phosphorus atom, the diphenylphosphino group was introduced onto the ortho, meta, or para positions with the benzyl ether moiety. These phosphines as well as their oxides were fully characterized by elemental analysis, NMR measurements, and HR-ESI-MS. The NMR study indicated that 1 had a cone conformation whereas 2 was very flexible in solution. These phosphines were found to be effective ligands in Rh-catalyzed hydroformylation.

    DOI: 10.1246/bcsj.82.1187

  • Synthesis and Structural Characterization of a Series of Mono-O-(diphenylphosphinobenzyl)calix[6]arenes with and without tert-Butyl Moieties at the Upper Rim

    Tetsuaki Fujihara, Sho Kubouchi, Yasushi Obora, Makoto Tokunaga, Kazuhiro Takenaka, Yasushi Tsuji

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   2009.9

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    Synthesis and characterization of a series of mono-O-(diphenylphosphinobenzyl)calix[6]arenes are presented. The two types of calix[6]arene moieties were prepared: I (with tert-butyl groups at the upper rim) and 2 (without the tert-butyl groups). With regard to the position of a phosphorus atom, the diphenylphosphino group was introduced onto the ortho, meta, or para positions with the benzyl ether moiety. These phosphines as well as their oxides were fully characterized by elemental analysis, NMR measurements, and HR-ESI-MS. The NMR study indicated that I had a cone conformation whereas 2 was very flexible in solution. These phosphines were found to be effective ligands in Rh-catalyzed hydroformylation.

    DOI: 10.1246/bcsj.82.1187

  • 均一系触媒によるアルケニル基質の加水分解反応および加アルコール分解反応

    徳永 信、濱崎昭行

    月刊「ファインケミカル」, 2009, 38, (10), 15-23.   2009.9

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  • Kinetic Resolution of P-Chirogenic Compounds by Palladium-Catalyzed Alcoholysis of Vinyl Ethers

    Hisashi Itoh, Eiji Yamamoto, Shigeyuki Masaoka, Ken Sakai, Makoto Tokunaga

    ADVANCED SYNTHESIS & CATALYSIS   2009.8

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    The palladium-catalyzed asymmetric alcoholysis of vinyl ethers of P-chirogenic compounds has been achieved. The kinetic resolution of aryl tert-butyl(2-vinyloxyaryl)phosphinates was catalyzed by palladium/chiral diamine complexes with high selectivities (k(rel): 12-196).

    DOI: 10.1002/adsc.200900304

  • Kinetic resolution of P-Chirogenic compounds by palladium-catalyzed alcoholysis of vinyl ethers

    Hisashi Itoh, Eiji Yamamoto, Shigeyuki Masaoka, Ken Sakai, Makoto Tokunaga

    Advanced Synthesis and Catalysis   2009.8

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    The palladium-catalyzed asymmetric alcoholysis of vinyl ethers of P-chirogenic compounds has been achieved. The kinetic resolution of aryl tert-butyl(2-vinyloxyaryl)phosphinates was catalyzed by palladium/chiral diamine complexes with high selectivities (krel: 12-196).

    DOI: 10.1002/adsc.200900304

  • One-Pot synthesis of indoles and aniline derivatives from nitroarenes under hydrogénation condition with supported gold nanoparticles

    Yoshihiro Yamane, Xiaohao Liu, Akiyuki Hamasaki, Tamao Ishida, Masatake Haruta, Takushi Yokoyama, Makoto Tokunaga

    Organic Letters   2009

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    One-pot sequences of hydrogenation/hydroamination to form indoles from (2-nitroaryl)alkynes and hydrogenation/reductive amination to form aniline derivatives from nitroarenes and aldehydes were catalyzed by Au nanoparticles supported on Fe2O3. Nitro group selective hydrogenations and successive reactions were efficiently catalyzed under the conditions.

    DOI: 10.1021/ol902061j

  • Coprecipitated Gold-Tricobalt Tetraoxide Catalyst for Heterogeneous Hydroformylation of Olefins

    Xiaohao Liu, Masatake Haruta, Makoto Tokunaga

    CHEMISTRY LETTERS   2008.12

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    The combination of gold (Au-0) and tricobalt tetraoxide (CO3O4) prepared by coprecipitation gives high-performance heterogeneous catalysts for hydroformylation reaction with selectivity above 85&#37; in desired aldehydes, although neither Au-0 nor Co3O4 have been demonstrated in this reaction and show poor activities. The Au/Co3O4 catalysts can be recycled by simple decantation with slight decrease in catalytic activity along with recycle times. The role of Au may mainly promote in situ reduction Of Co3O4 to Co-0 catalyzing the hydroformylation reaction.

    DOI: 10.1246/cl.2008.1290

  • Amidocarbonylation of Aldehydes Utilizing Cobalt Oxide-supported Gold Nanoparticles as a Heterogeneous Catalyst

    Akiyuki Hamasaki, Xiaohao Liu, Makoto Tokunaga

    CHEMISTRY LETTERS   2008.12

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    Cobalt oxide-supported gold-nanoparticles-catalyzed trans formation of aldehydes and their equivalents to N-acyl-alpha-amino acids was achieved. The desired products were obtained in moderate to excellent yields under milder reaction conditions than previous reports employing octacarbonyldicobalt as a catalyst.

    DOI: 10.1246/cl.2008.1292

  • Hydrolytic deallylation of N-allyl amides catalyzed by PdII complexes

    Naoya Ohmura, Asami Nakamura, Akiyuki Hamasaki, Makoto Tokunaga

    Liebigs Annalen der Chemie   2008.10

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    Hydrolytic deallylation of N-allyl amides to give amides and propanal can be achieved with PdII catalysts. The optimized catalyst consists of Pd(OCOCF3)2 and 1,3-bis(diphenylphosphanyl) propane (DPPP). Several kinds of open-chain N-allyl amides and N-allyl lactams undergo hydrolytic deallylation to give the corresponding amides and lactams in good to high yield. A mechanism which includes isomerization to enamides and subsequent hydrolysis is proposed.

    DOI: 10.1002/ejoc.200800771

  • Kinetic resolution of phosphoryl and sulfonyl esters of 1,1′-bi-2-naphthol via Pd-catalyzed alcoholysis of their vinyl ethers

    Takeshi Sakuma, Eiji Yamamoto, Hiroshi Aoyama, Yasushi Obora, Yasushi Tsuji, Makoto Tokunaga

    Tetrahedron Asymmetry   2008.7

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    Kinetic resolution of phosphoryl and sulfonyl esters of 1,1′-bi-2-naphthol has been achieved via the Pd-catalyzed alcoholysis of their vinyl ethers. The highest krel value reached 36.8 with substrate 3c, and (R)-3c 99.0% ee was obtained in 43% isolated yield.

    DOI: 10.1016/j.tetasy.2008.06.034

  • Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids

    Aki Nakamura, Makoto Tokunaga

    Tetrahedron Letters   2008.6

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    Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids has been achieved. The catalyst system consists of 2 mol % AuClPPh3 and 2 mol % AgOAc. Primary alcohols and secondary alcohols were converted into corresponding vinyl ethers in good yield (64-93%); however, tertiary alcohols showed poor reactivities. Carboxylic acids were also transformed into corresponding vinyl esters in good yield (78-96%).

    DOI: 10.1016/j.tetlet.2008.04.037

  • Coprecipitated gold-trieobalt tetraoxide catalyst for heterogeneous hydroformylation of oleflns

    Xiaohao Liu, Masatake Haruta, Makoto Tokunaga

    Chemistry Letters   2008

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    The combination of gold (Au 0) and tricobalt tetraoxide (CO 3O 4) prepared by coprecipitation gives high-performance heterogeneous catalysts for hydroformylation reaction with selectivity above 85% in desired aldehydes, although neither Au 0 nor CO 3O 4 have been demonstrated in this reaction and show poor activities. The A11/CO 3O 4 catalysts can be recycled by simple decantation with slight decrease in catalytic activity along with recycle times. The role of Au may mainly promote in situ reduction of CO 3O 4 to Co 0 catalyzing the hydroformylation reaction.

    DOI: 10.1246/cl.2008.1290

  • Amidoearbonylation of aldehydes utilizing cobalt oxide-supported gold nanoparticles as a heterogeneous catalyst

    Akiyuki Hamasaki, Xiaohao Liu, Makoto Tokunaga

    Chemistry Letters   2008

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    Cobalt oxide-supported gold-nanoparticles-catalyzed transformation of aldehydes and their equivalents to N-acyl-α-arnino acids was achieved. The desired products were obtained in moderate to excellent yields under milder reaction conditions than previous reports employing octacarbonyldicobalt as a catalyst.

    DOI: 10.1246/cl.2008.1292

  • Palladium-catalyzed oxidation of cyclohexanones to conjugated enones using molecular oxygen

    Makoto Tokunaga, Saki Harada, Tetsuo Iwasawa, Yasushi Obora, Yasushi Tsuji

    Tetrahedron Letters   2007.9

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    Oxidation of cyclohexanones into conjugated enones with molecular oxygen as oxidant was achieved by palladium catalysts. A catalyst system consists of 1 mol % Pd(OCOCF3)2 and 5,5′-dimethyl-2,2′-bipyridine accomplished maximum 84% yield for the oxidation of cyclohexanone and 51-78% yields for 4-substituted-cyclohexanones.

    DOI: 10.1016/j.tetlet.2007.07.181

  • Rhodium(iii) complexes with a bidentate N-heterocyclic carbene ligand bearing flexible dendritic frameworks

    Tetsuaki Fujihara, Yasushi Obora, Makoto Tokunaga, Yasushi Tsuji

    Journal of the Chemical Society. Dalton Transactions   2007.3

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    Rh(iii) complexes with a bidentate N-heterocyclic carbene ligand bearing flexible dendritic frameworks have been synthesized and fully characterized by X-ray crystallographic analysis, NMR measurements and theoretical calculations.

    DOI: 10.1039/b701104k

  • Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates and their application to kinetic resolution

    Makoto Tokunaga, Hiroshi Aoyama, Junya Kiyosu, Yuki Shirogane, Tetsuo Iwasawa, Yasushi Obora, Yasushi Tsuji

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   2007.1

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    Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates such as alkenyl esters, alkenyl ethers, and azlactones (oxazol-5(4H)-ones) are described. These reactions were applied for kinetic resolution of chiral compounds and high selectivities were achieved with vinyl ethers of 2-substituted cyclohexanols, 1,1'-bi-2-naphthols, 1,1'-bi-2-phenols, and 4,4-disubstituted aziactones. Oxidative carbon-carbon bond cleavage reactions, which were found in the course of the study of asymmetric hydrolysis were also described. (c) 2006 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.jorganchem.2006.06.045

  • A bowl-shaped phosphine as a ligand in palladium-catalyzed Suzuki-Miyaura coupling of aryl chlorides: Effect of the depth of the bowl

    Hidetoshi Ohta, Makoto Tokunaga, Yasushi Obora, Tomohiro Iwai, Tetsuo Iwasawa, Tetsuaki Fujihara, Yasushi Tsuji

    ORGANIC LETTERS   2007.1

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    Bowl-shaped phosphine ligands were found to be highly effective in Suzuki-Miyaura coupling of unactivated aryl chlorides, in which the depth of the bowl affected the catalytic activity considerably.

    DOI: 10.1021/ol0626138

  • Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates and their application to kinetic resolution

    Makoto Tokunaga, Hiroshi Aoyama, Junya Kiyosu, Yuki Shirogane, Tetsuo Iwasawa, Yasushi Obora, Yasushi Tsuji

    Journal of Organometallic Chemistry   2007.1

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    Metal complexes-catalyzed hydrolysis and alcoholysis of organic substrates such as alkenyl esters, alkenyl ethers, and azlactones (oxazol-5(4H)-ones) are described. These reactions were applied for kinetic resolution of chiral compounds and high selectivities were achieved with vinyl ethers of 2-substituted cyclohexanols, 1,1′-bi-2-naphthols, 1,1′-bi-2-phenols, and 4,4-disubstituted azlactones. Oxidative carbon-carbon bond cleavage reactions, which were found in the course of the study of asymmetric hydrolysis were also described.

    DOI: 10.1016/j.jorganchem.2006.06.045

  • A bowl-shaped phosphine as a ligand in palladium-catalyzed Suzuki-Miyaura coupling of aryl chlorides Effect of the depth of the bowl

    Hidetoshi Ohta, Makoto Tokunaga, Yasushi Obora, Tomohiro Iwai, Tetsuo Iwasawa, Tetsuaki Fujihara, Yasushi Tsuji

    Organic Letters   2007.1

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    (Chemical Equation Presented) Bowl-shaped phosphine ligands were found to be highly effective in Suzuki-Miyaura coupling of unactivated aryl chlorides, in which the depth of the bowl affected the catalytic activity considerably.

    DOI: 10.1021/ol0626138

  • Rhodium(iii) complexes with a bidentate N-heterocyclic carbene ligand bearing flexible dendritic frameworks

    Tetsuaki Fujihara, Yasushi Obora, Makoto Tokunaga, Yasushi Tsuji

    Dalton Transactions   2007

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    Rh(iii) complexes with a bidentate N-heterocyclic carbene ligand bearing flexible dendritic frameworks have been synthesized and fully characterized by X-ray crystallographic analysis, NMR measurements and theoretical calculations.

    DOI: 10.1039/b701104k

  • Rhodium(I) complexes with N-heterocyclic carbenes bearing a 2,3,4,5-tetraphenylphenyl and its higher dendritic frameworks

    Hiromichi Sato, Tetsuaki Fujihara, Yasushi Obora, Makoto Tokunaga, Junya Kiyosu, Yasushi Tsuji

    Chemical Communications   2007

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    Novel rhodium(i) complexes with N-heterocyclic carbenes bearing a 2,3,4,5-tetraphenylphenyl and its higher dendritic frameworks were synthesized and the complexes were used as catalysts in rhodium-catalyzed hydrosilylation of α,β-unsaturated ketones to show high 1,4-adduct selectivity.

    DOI: 10.1039/b612385f

  • Synthesis of 1,1′-binaphthyl-2,2′-diyl phosphoroselenoic amides and their conversion to optically pure phosphoramidites

    Toshiaki Murai, Shinsuke Inaji, Ken Morishita, Fumitoshi Shibahara, Makoto Tokunaga, Yasushi Obora, Yasushi Tsuji

    Chemistry Letters   2006.12

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    Optically pure phosphoroselenoyl chloride was reacted with racemic amines to give phosphoroselenoic amides as two diastereomeric mixtures in high yields. The diastereomeric mixtures were separated by fractional recrystallization or by chromatography. Extrusion of the selenium atom from the separated amides led to diastereomerically pure phosphoramidites. The ability of the obtained amidites to act as optically active ligands was tested in the hydrogenation of an imine.

    DOI: 10.1246/cl.2006.1424

  • Phosphines having a 2,3,4,5-tetraphenylphenyl moiety: Effective ligands in palladium-catalyzed transformations of aryl chlorides

    Tetsuo Iwasawa, Tomoko Komano, Atsunori Tajima, Makoto Tokunaga, Yasushi Obora, Tetsuaki Fujihara, Yasushi Tsuji

    ORGANOMETALLICS   2006.9

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    Three new triarylphosphines were prepared that have a 2,3,4,5-tetraphenylphenyl (TPPh) moiety on one of the phenyl rings (at the ortho, meta, or para position) of triphenylphosphine. Among them, the ortho derivative is particularly effective to utilize unactivated aryl chlorides in three different palladium-catalyzed reactions, i.e., Suzuki-Miyaura coupling, Mizoroki-Heck reaction, and silylation with Me3SiSiMe3. On the other hand, the corresponding meta and para derivatives are not effective as ligands at all in these catalytic reactions. X-ray crystal structures of Pd(0) complexes having the effective phosphines (ortho derivatives) as ligands show that eta(2)-coordination on the TPPh moiety is general and operative to realize a highly active catalyst system.

    DOI: 10.1021/om060615q

  • Oxidative cleavage of C-C bond of 2-phenylpropionaldehyde using molecular oxygen

    Makoto Tokunaga, Hiroshi Aoyama, Yuki Shirogane, Yasushi Obora, Yasushi Tsuji

    CATALYSIS TODAY   2006.9

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    Oxidative C-C bond cleavage between carbonyl carbon and vicinal carbon of 2-phenylpropionaldehyde to give acetophenone using I arm molecular oxygen as oxidant was catalyzed by Ce(IV), V(IV) and Bronsted acids. Among the examined catalysts, sulfuric acid exhibited the highest activity and gave the product in 99&#37; yield. (C) 2006 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.cattod.2006.05.020

  • Phosphines having a 2,3,4,5-tetraphenylphenyl moiety Effective ligands in palladium-catalyzed transformations of aryl chlorides

    Tetsuo Iwasawa, Tomoko Komano, Atsunori Tajima, Makoto Tokunaga, Yasushi Obora, Tetsuaki Fujihara, Yasushi Tsuji

    Organometallics   2006.9

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    Three new triarylphosphines were prepared that have a 2,3,4,5- tetraphenylphenyl (TPPh) moiety on one of the phenyl rings (at the ortho, meta, or para position) of triphenylphosphine. Among them, the ortho derivative is particularly effective to utilize unactivated aryl chlorides in three different palladiumcatalyzed reactions, i.e., Suzuki-Miyaura coupling, Mizoroki-Heck reaction, and silylation with Me3SiSiMe3. On the other hand, the corresponding meta and para derivatives are not effective as ligands at all in these catalytic reactions. X-ray crystal structures of Pd(0) complexes having the effective phosphines (ortho derivatives) as ligands show that η2-coordination on the TPPh moiety is general and operative to realize a highly active catalyst system.

    DOI: 10.1021/om060615q

  • Oxidative cleavage of C{single bond}C bond of 2-phenylpropionaldehyde using molecular oxygen

    Makoto Tokunaga, Hiroshi Aoyama, Yuki Shirogane, Yasushi Obora, Yasushi Tsuji

    Catalysis Today   2006.9

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    Oxidative C{single bond}C bond cleavage between carbonyl carbon and vicinal carbon of 2-phenylpropionaldehyde to give acetophenone using 1 atm molecular oxygen as oxidant was catalyzed by Ce(IV), V(IV) and Brønsted acids. Among the examined catalysts, sulfuric acid exhibited the highest activity and gave the product in 99% yield.

    DOI: 10.1016/j.cattod.2006.05.020

  • 珍しい液-液抽出による光学分割

    徳永 信、山本英治

    月刊「化学」   2006.9

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  • Nickel-catalyzed cross-coupling reaction of niobium(III)-alkyne complexes with aryl iodides

    Y Obora, M Kimura, T Ohtake, M Tokunaga, Y Tsuji

    ORGANOMETALLICS   2006.4

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    Nickel- catalyzed cross-coupling reactions of Nb(III)-alkyne complexes with aryl iodides are reported, in which addition of lithium alkoxide is indispensable and diarylated coupling products are afforded as products.

    DOI: 10.1021/om060065w

  • Kinetic resolution displaying zeroth order dependence on substrate consumption: Copper-catalyzed asymmetric alcoholysis of azlactones

    M Tokunaga, J Kiyosu, Y Obora, Y Tsuji

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   2006.4

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    Kinetic resolution of 4-alkyl-2-aryl-5-oxo-4,5-dihydrooxazole-4-carboxylic acid esters (azlactones 1) were achieved by copper-DTBM-SEGPHOS catalyzed alcoholysis reaction with good selectivity (12 examples). Variation of ee of unreacted substrates 1 and products 2 with conversion was found to follow the theoretical line of zeroth-order kinetic resolution, for which the selectivity profiles and graphical analysis were presented for the first time. The efficiency of resolution in zeroth-order reaction is higher than first-order reaction. For example, the reaction with la afforded (S)-1a (99&#37; ee) and (R)-2a (74&#37; ee) at 57&#37; conversion, where the k(ret) values were calculated to be 6.7 as zeroth-order kinetic resolution and 37 as first-order kinetic resolution.

    DOI: 10.1021/ja058112j

  • Nickel-catalyzed cross-coupling reaction of niobium(III)-alkyne complexes with aryl iodides

    Yasushi Obora, Masahiro Kimura, Toshiyuki Ohtake, Makoto Tokunaga, Yasushi Tsuji

    Organometallics   2006.4

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    Nickel-catalyzed cross-coupling reactions of Nb(III)-alkyne complexes with aryl iodides are reported, in which addition of lithium alkoxide is indispensable and diarylated coupling products are afforded as products.

    DOI: 10.1021/om060065w

  • Kinetic resolution displaying zeroth order dependence on substrate consumption Copper-catalyzed asymmetric alcoholysis of azlactones

    Makoto Tokunaga, Junya Kiyosu, Yasushi Obora, Yasushi Tsuji

    Journal of the American Chemical Society   2006.4

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    Kinetic resolution of 4-alkyl-2-aryl-5-oxo-4,5-dihydrooxazole-4-carboxylic acid esters (azlactones 1) were achieved by copper-DTBM-SEGPHOS catalyzed alcoholysis reaction with good selectivity (12 examples). Variation of ee of unreacted substrates 1 and products 2 with conversion was found to follow the theoretical line of zeroth-order kinetic resolution, for which the selectivity profiles and graphical analysis were presented for the first time. The efficiency of resolution in zeroth-order reaction is higher than first-order reaction. For example, the reaction with 1a afforded (S)-1a (99% ee) and (R)-2a (74% ee) at 57% conversion, where the krel values were calculated to be 6.7 as zeroth-order kinetic resolution and 37 as first-order kinetic resolution.

    DOI: 10.1021/ja058112j

  • Monophosphanylcalix[6]arene ligands: Synthesis characterization, complexation, and their use in catalysis

    Y Obora, YK Liu, S Kubouchi, M Tokunaga, Y Tsuji

    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY   2006.1

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    Novel phosphanylcalix[6]arenes having mono-O-diphenyl-phosphanylmethyl (3) and mono-O-(4-diphenylphosphanylphenyl)methyl substituents (5) have been synthesized. The structures of these monophosphanylcahx[6]arenes were determined by NMR spectroscopy, mass spectrometry, and Xray crystal structure analysis. The X-ray structure reveals that 3 adopts a flattened 1,2,3-alternate conformation in the crystalline state, while the NMR spectra show that 3 and 5 have a cone conformation in solution. Structure optimization and energy calculations for 3 and 5 at the B3LYP/LANL2DZCONFLEX5/MMFF94s level of theory show that the cone conformation is slightly more stable than the 1,2,3-alternate conformation by 0.36 kcal mol(-1) for 3 and 0.96 kcal mol(-1) for 5. Complexation of 3 with [PtCl2(COD)] and [Rh(COD)(2)]BF4 gives cis-coordinated [PtCl2(3)(2)] and [Rh(COD)(3)(2)]BF4, respectively. The X-ray analysis Of [PtCl2(3)(2)] shows that 3 adopts a cone conformation upon complexation. Combination of 3 and 5 with [Rh(COD)(2)]BF4 provides an active catalyst for the hydroformylation of a variety of terminal alkenes. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

    DOI: 10.1002/ejic.200500673

  • Monophosphanylcalix[6]arene ligands Synthesis characterization, complexation, and their use in catalysis

    Yasushi Obora, Kui Liu Yun, Sho Kubouchi, Makoto Tokunaga, Yasushi Tsuji

    European Journal of Inorganic Chemistry   2006.1

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    Novel phosphanylcalix[6]arenes having mono-O-diphenylphosphanylmethyl (3) and mono-O-(4-diphenylphosphanylphenyl)methyl substituents (5) have been synthesized. The structures of these monophosphanylcalix[6]arenes were determined by NMR spectroscopy, mass spectrometry, and X-ray crystal structure analysis. The X-ray structure reveals that 3 adopts a flattened 1,2,3-alternate conformation in the crystalline state, while the NMR spectra show that 3 and 5 have a cone conformation in solution. Structure optimization and energy calculations for 3 and 5 at the B3LYP/LANL2DZ-CONFLEX5/MMFF94s level of theory show that the cone conformation is slightly more stable than the 1,2,3-alternate conformation by 0.36 kcal mol-1 for 3 and 0.96 kcal mol-1 for 5. Complexation of 3 with [PtCl2(COD)] and [Rh(COD) 2]BF4 gives cis-coordinated [PtCl2(3) 2] and [Rh(COD)(3)2]BF4, respectively. The X-ray analysis of [PtCl2(3)2] shows that 3 adopts a cone conformation upon complexation. Combination of 3 and 5 with [Rh(COD) 2]BF4 provides an active catalyst for the hydroformylation of a variety of terminal alkenes.

    DOI: 10.1002/ejic.200500673

  • Transition-metal complexes with nano-sized phosphine and pyridine ligands-catalysis, fluxional behavior and molecular recognition

    Y Obora, M Tokunaga, Y Tsuji

    CATALYSIS SURVEYS FROM ASIA   2005.12

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    Nano-sized phosphine and pyridine ligands having tetraphenylphenyl-, m-terphenyl-, poly(benzylether) moieties were synthesized. These ligands showed a remarkable effect on homogeneous transition metal catalyzed reactions. Pd(II) complexes with tetraphenylphenyl substituted pyridine ligands show high catalytic activities for oxidation of ketones suppressing Pd black formation and maintains the catalytic activity for a long time. Rh(I) complex catalysts with m-terphenyl substituted phosphine ligands showed remarkable rate acceleration in the hydrosilylation of ketones. In addition, several phosphinocalixarene ligands were synthesized and their coordination studies with Pd(II), Pt(II), Ru(II), Ir(I), and Rh(I) metals were documented. Ir(I) and Rh(I) cationic complexes with a 1,3,5-triphosphinocalix[6]arene ligand showed dynamic behavior with size-selective molecular recognition.

    DOI: 10.1007/s10563-005-9160-5

  • Transition-metal complexes with nano-sized phosphine and pyridine ligands-catalysis, fluxional behavior and molecular recognition

    Yasushi Obora, Makoto Tokunaga, Yasushi Tsuji

    Catalysis Surveys from Asia   2005.12

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    Nano-sized phosphine and pyridine ligands having tetraphenylphenyl-, m-terphenyl-, poly(benzylether) moieties were synthesized. These ligands showed a remarkable effect on homogeneous transition metal catalyzed reactions. Pd(II) complexes with tetraphenylphenyl substituted pyridine ligands show high catalytic activities for oxidation of ketones suppressing Pd black formation and maintains the catalytic activity for a long time. Rh(I) complex catalysts with m-terphenyl substituted phosphine ligands showed remarkable rate acceleration in the hydrosilylation of ketones. In addition, several phosphinocalixarene ligands were synthesized and their coordination studies with Pd(II), Pt(II), Ru(II), Ir(I), and Rh(I) metals were documented. Ir(I) and Rh(I) cationic complexes with a 1,3,5-triphosphinocalix[6]arene ligand showed dynamic behavior with size-selective molecular recognition.

    DOI: 10.1007/s10563-005-9160-5

  • Catalytic hydrolysis and alcoholysis of alkenyl esters and ethers and its application to kinetic resolution.

    Tokunaga, M.; Aoyama, H.; Obora, Y.; Tsuji, T.

    Transworld Research Network, Kerala, India.   2005.12

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  • Copper-catalyzed oxidative cleavage of carbon-carbon double bond of enol ethers with molecular oxygen

    M Tokunaga, Y Shirogane, H Aoyama, Y Obora, Y Tsuji

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   2005.11

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    A novel C=C bond cleavage reaction of aromatic enol ethers (1) to give ketones (2) using molecular oxygen as oxidant is described. Among the examined catalysts (Cu(II), Pd(II), Ru(II), and H+), CuCl2 exhibited the highest activity. The reaction proceeded smoothly with several kinds of substrates. (c) 2005 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.jorganchem.2005.05.018

  • Copper-catalyzed oxidative cleavage of carbon-carbon double bond of enol ethers with molecular oxygen

    Makoto Tokunaga, Yuki Shirogane, Hiroshi Aoyama, Yasushi Obora, Yasushi Tsuji

    Journal of Organometallic Chemistry   2005.11

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    A novel CC bond cleavage reaction of aromatic enol ethers (1) to give ketones (2) using molecular oxygen as oxidant is described. Among the examined catalysts (Cu(II), Pd(II), Ru(II), and H+), CuCl2 exhibited the highest activity. The reaction proceeded smoothly with several kinds of substrates.

    DOI: 10.1016/j.jorganchem.2005.05.018

  • MALDI TOF mass study on oligomerization of Pd(OAc)(2)(L)(2) (L = pyridine derivatives): Relevance to Pd black formation in Pd-catalyzed air oxidation of alcohols

    T Komano, T Iwasawa, M Tokunaga, Y Obora, Y Tsuji

    ORGANIC LETTERS   2005.10

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    Oligomerization of Pd(OAC)(2)(L)(2) (L = pyridine derivatives), a catalyst for the air oxidation of alcohols, is studied with MALDI TOF mass, using dithranol as the matrix. The degree of the Pd oligomerization is influenced by the pyridine ligands, and this ligand effect is similar to one observed for Pd black formation in the catalysis.

    DOI: 10.1021/ol051845o

  • MALDI TOF mass study on oligomerization of Pd(OAc)2(L) 2 (L = Pyridine derivatives) Relevance to Pd black formation in Pd-catalyzed air oxidation of alcohols

    Tomoko Komano, Tetsuo Iwasawa, Makoto Tokunaga, Yasushi Obora, Yasushi Tsuji

    Organic Letters   2005.10

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    (Chemical Equation Presented) Oligomerization of Pd(OAc) 2(L)2 (L = pyridine derivatives), a catalyst for the air oxidation of alcohols, is studied with MALDI TOF mass, using dithranol as the matrix. The degree of the Pd oligomerization is influenced by the pyridine ligands, and this ligand effect is similar to one observed for Pd black formation in the catalysis.

    DOI: 10.1021/ol051845o

  • Dendrimer N-heterocyclic carbene complexes with rhodium(I) at the core

    Tetsuaki Fujihara, Yasushi Obora, Makoto Tokunaga, Hiromichi Sato, Yasushi Tsuji

    Chemical Communications   2005.9

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    Novel dendrimer N-heterocyclic carbene complexes with rhodium(I) located at the core were synthesized, and a positive dendrimer effect was found in the hydrosilylation of ketones catalyzed by them.

    DOI: 10.1039/b506927k

  • Kinetic resolution of axially chiral 2,2′-dihydroxy-1,1′- biaryls by palladium-catalyzed alcoholysis

    Hiroshi Aoyama, Makoto Tokunaga, Junya Kiyosu, Tetsuo Iwasawa, Yasushi Obora, Yasushi Tsuji

    Journal of the American Chemical Society   2005.8

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    Palladium-diamine complexes catalyzed kinetic resolution of axially chiral 2,2′-dihydroxy-1,1′-biaryls by alcoholysis of vinyl ethers. The reaction proceeded with high selectivity for various kinds of biaryls. This process is applicable to not only binaphthols but also biphenols, which have been considered to be difficult for the enantioselective synthesis by known catalytic methods.

    DOI: 10.1021/ja051750h

  • A bowl-shaped phosphine as a ligand in rhodium-catalyzed hydrosilylation: Rate enhancement by a mono(phosphine) rhodium species

    O Niyomura, T Iwasawa, N Sawada, M Tokunaga, Y Obora, Y Tsuji

    ORGANOMETALLICS   2005.7

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    Bowl-shaped phosphine (BSP) ligands markedly accelerated the rhodium-catalyzed hydrosilylation of ketones and ketimines as compared with the effect of conventional phosphine ligands such as PPh3 and P(t-Bu)(3). P-31 NMR study of a mixture of [RhCl(C2H4)(2)](2) and phosphines at various P/Rh ratios revealed that coordination of BSP to the rhodium metal was successfully regulated, and the resultant rhodium complex bearing only one phosphine ligand (a mono(phosphine) rhodium species) was responsible for the acceleration. Structural comparison between BSP and the conventional phosphines was carried out using HF/6-31G(d)-CONFLEX/MM3-optimized structures. The mono(phosphine) rhodium complex having 1,5-cyclooctadiene as a ligand was isolated, and its X-ray molecular structure was determined.

    DOI: 10.1021/om0503491

  • A bowl-shaped phosphine as a ligand in rhodium-catalyzed hydrosilylation Rate enhancement by a mono(phosphine) rhodium species

    Osamu Niyomura, Tetsuo Iwasawa, Naoki Sawada, Makoto Tokunaga, Yasushi Obora, Yasushi Tsuji

    Organometallics   2005.7

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    Bowl-shaped phosphine (BSP) ligands markedly accelerated the rhodium-catalyzed hydrosilylation of ketones and ketimines as compared with the effect of conventional phosphine ligands such as PPh 3 and P(t-Bu) 3. 31P NMR study of a mixture of [RhCl(C 2H 4) 2] 2 and phosphines at various P/Rh ratios revealed that coordination of BSP to the rhodium metal was successfully regulated, and the resultant rhodium complex bearing only one phosphine ligand (a mono(phosphine) rhodium species) was responsible for the acceleration. Structural comparison between BSP and the conventional phosphines was carried out using HF/6-31G(d)-CONFLEX/MM3-optimized structures. The mono(phosphine) rhodium complex having 1,5-cyclooctadiene as a ligand was isolated, and its X-ray molecular structure was determined.

    DOI: 10.1021/om0503491

  • 水の付加反応をいかにコントロールするか

    徳永 信

    月刊「現代化学」   2005.4

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  • Low-valent Nb(III)-mediated synthesis of 1,1,2-trisubstituted-1H-indenes from aliphatic ketones and aryl-substituted alkynes

    Yasushi Obora, Masahiro Kimura, Makoto Tokunaga, Yasushi Tsuji

    Chemical Communications   2005.2

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    A variety of 1,1,2-trisubstituted-1H-indenes are synthesized by the reaction of aliphatic ketones, aryl-substituted alkynes and NbCl 3(DME) in 1,2-dichloroethane under reflux conditions.

    DOI: 10.1039/b412519c

  • Utilization of water as a reagent in regio- and stereoselective reactions

    M Tokunaga

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   2005.1

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    Utilization of water as a reagent as well as a solvent is an important topic in synthetic organic chemistry. This article describes recent progress of hydration and hydrolysis reactions catalyzed by transition metal complexes. Direct transformation of 1-alkynes into aldehydes by Ru(II)-catalyzed hydration has been developed. It has been long known as a textbook example that the hydration follows Markovnikov's rule to give ketones as a sole product. Mechanistic study of the transformation revealed that Ru(II)-yinylidene complexes presumably are not involved in the current hydration reaction, but Ru(IV)-hydride-vinylidene complexes are concerned. Ru(II)-catalyzed hydroamination and its application to heterocycle synthesis are also described. This paper also illustrates metal catalyzed hydrolysis of terminal epoxides, alkenyl esters and ethers. Hydrolytic kinetic resolution of some chiral terminal epoxides and vinyl ethers are also developed.

    DOI: 10.5059/yukigoseikyokaishi.63.18

  • Iridium(l) and rhodium(l) cationic complexes with triphosphinocalix[6]arene ligands: Dynamic motion with size-selective molecular encapsulation

    Y Obora, YK Liu, LH Jiang, K Takenaka, M Tokunaga, Y Tsuji

    ORGANOMETALLICS   2005.1

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    A novel capsule-shaped Ir(I) and Rh(I) cationic complexes with a triphosphinocalix[6]arene as a ligand were synthesized. These complexes showed dynamic behavior with size-selective molecular encapsulation, which was confirmed by variable-temperature P-31{H-1} NMR measurement in the presence of various molecules.

    DOI: 10.1021/om049227j

  • Utilization of water as a reagent in regio- and stereoselective reactions

    Makoto Tokunaga

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   2005.1

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    Utilization of water as a reagent as well as a solvent is an important topic in synthetic organic chemistry. This article describes recent progress of hydration and hydrolysis reactions catalyzed by transition metal complexes. Direct transformation of 1-alkynes into aldehydes by Ru (II)-catalyzed hydration has been developed. It has been long known as a textbook example that the hydration follows Markovnikov's rule to give ketones as a sole product. Mechanistic study of the transformation revealed that Ru(II)-vinylidene complexes presumably are not involved in the current hydration reaction, but Ru(IV)-hydride-vinylidene complexes are concerned. Ru (II)-catalyzed hydroamination and its application to heterocycle synthesis are also described. This paper also illustrates metal catalyzed hydrolysis of terminal epoxides, alkenyl esters and ethers. Hydrolytic kinetic resolution of some chiral terminal epoxides and vinyl ethers are also developed.

    DOI: 10.5059/yukigoseikyokaishi.63.18

  • Iridium(I) and rhodium(I) cationic complexes with triphosphinocalix[6] arene ligands Dynamic motion with size-selective molecular encapsulation

    Yasushi Obora, Yun Kui Liu, Li Hong Jiang, Kazuhiro Takenaka, Makoto Tokunaga, Yasushi Tsuji

    Organometallics   2005.1

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    A novel capsule-shaped Ir(I) and Rh(I) cationic complexes with a triphosphinocalix[6]arene as a ligand were synthesized. These complexes showed dynamic behavior with size-selective molecular encapsulation, which was confirmed by variable-temperature 31P{1H} NMR measurement in the presence of various molecules.

    DOI: 10.1021/om049227j

  • 絶対不斉合成の新アイデア:マクロな不斉環境を人間の手で設定する

    徳永 信

    月刊「化学」   2004.8

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  • Homogeneous palladium catalyst suppressing Pd black formation in air oxidation of alcohols

    T Iwasawa, M Tokunaga, Y Obora, Y Tsuji

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   2004.6

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    In homogeneous catalyst systems, there is the persistent problem that metal aggregation and precipitation cause catalyst decomposition and considerable loss of catalytic activity. Pd black formation is a typical example. Pd catalysts are known to easily aggregate and form Pd black, although they realize a wide variety of useful reactions in organic synthesis. In order to overcome this intrinsic problem of homogeneous Pd catalysis, we explored a new class of Pd catalyst by adopting aerobic oxidation of alcohols as a probe reaction. Herein we report a new catalyst system that suppresses the Pd black formation even under air and with a high substrate to catalyst molar ratio (S/C: more than 1000) in oxidation of alcohols. The novel pyridine derivatives having a 2,3,4,5-tetraphenylphenyl substituent and its higher dendritic unit at the 3-position of the pyridine ring were found to be excellent ligands with Pd(OAc)2 in the palladium-catalyzed air (balloon) oxidation of alcohols in toluene at 80 °C. Comparison with structurally related pyridine ligands revealed that introduction of the 2,3,4,5-tetraphenylphenyl substituent at the 3-position of pyridine ring effectively suppresses the Pd black formation, maintaining the catalytic activity for a long time to give aldehydes or ketones as products in high yields. Copyright © 2004 American Chemical Society.

    DOI: 10.1021/ja0319361

  • Homogeneous palladium catalyst suppressing Pd black formation in air oxidation of alcohols

    Tetsuo Iwasawa, Makoto Tokunaga, Yasushi Obora, Yasushi Tsuji

    Journal of the American Chemical Society   2004.6

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    In homogeneous catalyst systems, there is the persistent problem that metal aggregation and precipitation cause catalyst decomposition and considerable loss of catalytic activity. Pd black formation is a typical example. Pd catalysts are known to easily aggregate and form Pd black, although they realize a wide variety of useful reactions in organic synthesis. In order to overcome this intrinsic problem of homogeneous Pd catalysis, we explored a new class of Pd catalyst by adopting aerobic oxidation of alcohols as a probe reaction. Herein we report a new catalyst system that suppresses the Pd black formation even under air and with a high substrate to catalyst molar ratio (S/C: more than 1000) in oxidation of alcohols. The novel pyridine derivatives having a 2,3,4,5-tetraphenylphenyl substituent and its higher dendritic unit at the 3-position of the pyridine ring were found to be excellent ligands with Pd(OAc)2 in the palladium-catalyzed air (balloon) oxidation of alcohols in toluene at 80 °C. Comparison with structurally related pyridine ligands revealed that introduction of the 2,3,4,5-tetraphenylphenyl substituent at the 3-position of pyridine ring effectively suppresses the Pd black formation, maintaining the catalytic activity for a long time to give aldehydes or ketones as products in high yields.

    DOI: 10.1021/ja031936l

  • Hydrolysis of alkenyl esters and ethers catalyzed by metal complexes

    H Aoyama, M Tokunaga, S Hiraiwa, Y Shirogane, Y Obora, Y Tsuji

    ORGANIC LETTERS   2004.2

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    Various kinds of transition metals catalyzed the hydrolysis of alkenyl esters and ethers under buffer-free, high concentration conditions compared to usual biocatalysts. Hydrolytic kinetic resolution of cis-2-tert-butylcyclohexyl vinyl ether was achieved by chiral (salen)Co complexes with good selectivity (k(rel) = 10.0).

    DOI: 10.1021/ol036228j

  • Hydrolysis of Alkenyl Esters and Ethers Catalyzed by Metal Complexes

    Hiroshi Aoyama, Makoto Tokunaga, Shin Ichiro Hiraiwa, Yuki Shirogane, Yasushi Obora, Yasushi Tsuji

    Organic Letters   2004.2

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    (Equation presented) Various kinds of transition metals catalyzed the hydrolysis of alkenyl esters and ethers under buffer-free, high concentration conditions compared to usual biocatalysts. Hydrolytic kinetic resolution of cis-2-tert-butylcyclohexyl vinyl ether was achieved by chiral (salen)Co complexes with good selectivity (krel = 10.0).

    DOI: 10.1021/ol036228j

  • 水を反応させる有機化学反応

    徳永 信

    月刊「化学工業」特集記事「期待される創造科学技術開発研究」   2004.1

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  • Cross-coupling reaction of thermally stable titanium(II)-alkyne complexes with aryl halides catalysed by a nickel complex

    Yasushi Obora, Hiroyuki Moriya, Makoto Tokunaga, Yasushi Tsuji

    Chemical Communications   2003.11

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    The first cross-coupling reaction of thermally stable titanium(II)-alkyne complexes with aryl iodides in the presence of a catalytic amount of Ni(cod)2 is presented.

  • Rate enhancement with a bowl-shaped phosphane in the rhodium-catalyzed hydrosilylation of ketones

    Osamu Niyomura, Makoto Tokunaga, Yasushi Obora, Tetsuo Iwasawa, Yasushi Tsuji

    Angewandte Chemie - International Edition   2003.3

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    Up to 154-fold rate enhancement (see picture) and higher yields are achieved with the bowl-shaped triarylphosphane ligand P(tm-tp)3 compared with common phosphane ligands in Rh-catalyzed hydrosilylation of ketones. The superior performance of P(tm-tp)3 over the similar P(tp)3 is apparently related to the deeper bowl formed by the methyl-bearing terphenyl substituents in the former.

    DOI: 10.1002/anie.200390331

  • エステル化における最近の進展

    徳永 信

    オルガノメタリックニュース   2003.1

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  • New reactions of 1-alkynes catalyzed by transition metal complexes

    Yasuo Wakatsuki, Zhaomin Hou, Makoto Tokunaga

    Chemical Record   2003

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    Recently discovered catalytic reactions with ruthenium and lanthanide metal complexes have extended the scope of 1-alkynes as useful reagents. The specific formation of aryl-substituted (Z)-1,3-enynes via the dimerization of HC≡CR 1 (R 1 = aryl) has been attained using dimeric lanthanide complexes, the catalytic activity of which appears to be unaffected by time. The dimerization of HC≡CR 2 (R 2 = t-Bu, SiMe 3) catalyzed by Ru(cod)(cot)/PR 3 or RuH 2(PPh 3) 3 produces a good yield of butatrienes (Z)-R 2CH=C=C=CHR 2 with a high degree of selectivity. Under certain conditions, HC≡C-SiMe 3 dimerizes to yield exclusively (Z)-M 3Si-C≡C-CH= CH-SiMe 3. The hydration of HC≡CR 3 (R 3 = alkyl, aryl) catalyzed by RuCl 2/PR′ 3 or CpRuCl(PR″ 3) 2 has realized the first example of anti-Markovnikov regioselectivity in an addition reaction of water that produces aldehydes R 3CH 2-CHO. The application of this reaction to propargylic alcohols has lead to their formal isomerization to α,β-unsaturated aldehydes. In contrast, the addition of amines R 4-NH 2 (R 4 = aryl) to HC≡CR 5 (R 5 = alkyl, aryl) conforms to Markovnikov's rule to produce ketimines R 5-(C=NR 4)-CH 3 when catalyzed by a Ru 3(CO) 12/additive. Since the reaction can be performed in air without the need for any solvents, it enables the practical synthesis of aromatic ketimines, which are difficult to prepare by conventional methods. The synthesis of indoles using deactivated anilines is one practical application of this reaction. The mechanisms of some of these reactions have been analyzed in detail with the aid of theoretical calculations.

    DOI: 10.1002/tcr.10061

  • Platinum complex catalyzed reaction of tributyltin cyanide with alkynes

    Y Obora, AS Baleta, M Tokunaga, Y Tsuji

    JOURNAL OF ORGANOMETALLIC CHEMISTRY   2002.10

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    In the presence of a catalytic amount (5 mol&#37;) of a platinum complex, tributyltin cyanide (1) reacts with dimethyl-(2a) or diethyl acetylenedicarboxylate (2b) to afford cyanostannylation adducts (3a, b) in excellent yields. The reaction proceeds highly selectively affording only a (Z)-isomer. The compounds 3a, b are novel products which possess synthetically useful cyano, alkenylstannyl and alkoxycarbonyl. functionalities in the same molecule. Two alkoxycarbonyl functionalities may be indispensable on each alkyne carbon to accomplish the cyanostannylation reaction. Reaction with terminal alkynes gave the stannylated product (6). (C) 2002 Elsevier Science B.V. All rights reserved.

    DOI: 10.1016/S0022-328X(02)01855-7

  • Platinum complex catalyzed reaction of tributyltin cyanide with alkynes

    Yasushi Obora, Angelo S. Baleta, Makoto Tokunaga, Yasushi Tsuji

    Journal of Organometallic Chemistry   2002.10

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    In the presence of a catalytic amount (5 mol%) of a platinum complex, tributyltin cyanide (1) reacts with dimethyl- (2a) or diethyl acetylenedicarboxylate (2b) to afford cyanostannylation adducts (3a, b) in excellent yields. The reaction proceeds highly selectively affording only a (Z)-isomer. The compounds 3a, b are novel products which possess synthetically useful cyano, alkenylstannyl and alkoxycarbonyl functionalities in the same molecule. Two alkoxycarbonyl functionalities may be indispensable on each alkyne carbon to accomplish the cyanostannylation reaction. Reaction with terminal alkynes gave the stannylated product (6).

    DOI: 10.1016/S0022-328X(02)01855-7

  • Efficient transformation of propargylic alcohols to α,β-unsaturated aldehydes catalyzed by ruthenium/water under neutral conditions

    Toshiaki Suzuki, Makoto Tokunaga, Yasuo Wakatsuki

    Tetrahedron Letters   2002.10

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    α,β-Unsaturated aldehydes were selectively obtained in high yields from propargylic alcohols in aqueous solutions using RuCpCl(PR3)2 (Cp=η5-C5H5) as a catalyst. Of the tert-phosphine ligands examined, PMe3 gave the most satisfactory results. Typically, RuCpCl(PMe3)2 (5 mol%) catalyzed the transformation of oct-1-yn-3-ol at 100°C to give 2-octenal in an isolated yield of 85% (E/Z=80/20).

    DOI: 10.1016/S0040-4039(02)01821-X

  • Palladium complex catalyzed acylation of allylic esters with acylstannanes: Complementary method to the acylation with acylsilanes

    Y Obora, M Nakanishi, M Tokunaga, Y Tsuji

    JOURNAL OF ORGANIC CHEMISTRY   2002.8

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    Palladium-catalyzed acylation of allylic trifluoroacetates (2) using acylstannanes (1) is reported. The reaction serves as a complementary method to the previously reported acylation with acylsilane (4). In particular, the reaction is profitable in the acylation of unsubstituted allyl trifluoroacetate (2a) and benzoylation of allylic trifluoroacetates to afford synthetically useful beta,gamma-unsaturated ketones (3) in good yields without undesirable isomerizations.

    DOI: 10.1021/jo0202482

  • Palladium complex catalyzed acylation of allylic esters with acylstannanes Complementary method to the acylation with acylsilanes

    Yasushi Obora, Masafumi Nakanishi, Makoto Tokunaga, Yasushi Tsuji

    Journal of Organic Chemistry   2002.8

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    Palladium-catalyzed acylation of allylic trifluoroacetates (2) using acylstannanes (1) is reported. The reaction serves as a complementary method to the previously reported acylation with acylsilane (4). In particular, the reaction is profitable in the acylation of unsubstituted allyl trifluoroacetate (2a) and benzoylation of allylic trifluoroacetates to afford synthetically useful β,γ-unsaturated ketones (3) in good yields without undesirable isomerizations.

    DOI: 10.1021/jo0202482

  • Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)Co-III complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols

    SE Schaus, BD Brandes, JF Larrow, M Tokunaga, KB Hansen, AE Gould, ME Furrow, EN Jacobsen

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   2002.2

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    The hydrolytic kinetic resolution (HKR) of terminal epoxides catalyzed by chiral (salen)Co-III complex 1.OAc affords both recovered unreacted epoxide and 1,2-diol, product in highly enantioenriched form. As such, the HKR provides general access to useful, highly enantioenriched chiral building blocks that are otherwise difficult to access, from inexpensive racemic materials. The reaction has several appealing features from a practical standpoint, including the use of H2O as a reactant and low loadings (0.2-2.0 mol &#37;) of a recyclable, commercially available catalyst. In addition, the HKR displays extraordinary scope, as a wide assortment of sterically and electronically varied epoxides can be resolved to greater than or equal to99&#37; ee. The corresponding 1,2-diols were produced in good-to-high enantiomeric excess using 0.45 equiv of H2O. Useful and general protocols are provided for the isolation of highly enantioenriched epoxides and diols, as well as for catalyst recovery and recycling. Selectivity factors (k(rel)) were determined for the HKR reactions by measuring the product ee at ca. 20&#37; conversion. In nearly all cases, k(rel) values for the HKR exceed 50, and in several cases are well in excess of 200.

    DOI: 10.1021/ja016737l

  • Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)CoIII complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols

    Scott E. Schaus, Bridget D. Brandes, Jay F. Larrow, Makoto Tokunaga, Karl B. Hansen, Alexandra E. Gould, Michael E. Furrow, Eric N. Jacobsen

    Journal of the American Chemical Society   2002.2

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    The hydrolytic kinetic resolution (HKR) of terminal epoxides catalyzed by chiral (salen)CoIII complex 1·OAc affords both recovered unreacted epoxide and 1,2-diol product in highly enantioenriched form. As such, the HKR provides general access to useful, highly enantioenriched chiral building blocks that are otherwise difficult to access, from inexpensive racemic materials. The reaction has several appealing features from a practical standpoint, including the use of H2O as a reactant and low loadings (0.2-2.0 mol %) of a recyclable, commercially available catalyst. In addition, the HKR displays extraordinary scope, as a wide assortment of sterically and electronically varied epoxides can be resolved to ≥ 99% ee. The corresponding 1,2-diols were produced in good-to-high enantiomeric excess using 0.45 equiv of H2O. Useful and general protocols are provided for the isolation of highly enantioenriched epoxides and diols, as well as for catalyst recovery and recycling. Selectivity factors (krel) were determined for the HKR reactions by measuring the product ee at ca. 20% conversion. In nearly all cases, krel values for the HKR exceed 50, and in several cases are well in excess of 200.

    DOI: 10.1021/ja016737l

  • Recent progress in supramolecular transition metal catalysis

    Yasushi Tsuji, Makoto Tokunaga, Yasushi Obora

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   2002.1

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    Recent progress in supramolecular transition metal catalysis is described. Various supramolecular catalyst systems containing cyclodextrins, dendrimers, calixarenes, and other moieties published in 1999-2002 are reviewed.

    DOI: 10.5059/yukigoseikyokaishi.60.942

  • 人工触媒で水が付加する反応の位置や立体を制御する

    徳永 信

    科学技術振興事業団、戦略的創造研究推進事業さきがけ研究21「形とはたらき」研究報告書   2002.1

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  • Ruthenium-catalyzed hydration of 1-alkynes to give aldehydes: Insight into anti-Markovnikov regiochemistry

    M Tokunaga, T Suzuki, N Koga, T Fukushima, A Horiuchi, Y Wakatsuki

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   2001.12

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    The mechanism of the selective conversion of 1-alkynes to aldehydes by hydration was investigated by isolating organic and organometallic byproducts, deuterium-labeling experiments, and DFT calculations. The D-labeled acetylenic hydrogen of 1-alkyne was found exclusively in the formyl group of the resulting aldehydes. After the reaction, the presence of metal-coordinated CO was confirmed. All of the experimental results strongly suggest the involvement of a metal-acyl intermediate with the original acetylenic hydrogen also bound to the metal center as a hydride, with the next step being release of aldehyde by reductive elimination. Theoretical analyses suggest that the first step of the catalytic cycle is not oxidative addition of acetylene C-H or tautomerization of eta (2)-alkyne to a vinylidene complex, but rather protonation of the coordinated 1-alkyne at the substituted carbon to form a metal-vinyl intermediate. This cationic intermediate then isomerizes to Ru(IV)-hydride-vinylidene via a-hydride migration of the vinyl group to the metal center, followed by attack of the vinylidene a-carbon by OH- to give the metal-hydride-acyl intermediate.

    DOI: 10.1021/ja0119292

  • Ruthenium-catalyzed hydration of 1-alkynes to give aldehydes Insight into anti-Markovnikov regiochemistry

    Makoto Tokunaga, T. Suzuki, N. Koga, T. Fukushima, A. Horiuchi, Y. Wakatsuki

    Journal of the American Chemical Society   2001.12

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    The mechanism of the selective conversion of 1-alkynes to aldehydes by hydration was investigated by isolating organic and organometallic byproducts, deuterium-labeling experiments, and DFT calculations. The D-labeled acetylenic hydrogen of 1-alkyne was found exclusively in the formyl group of the resulting aldehydes. After the reaction, the presence of metal-coordinated CO was confirmed. All of the experimental results strongly suggest the involvement of a metal-acyl intermediate with the original acetylenic hydrogen also bound to the metal center as a hydride, with the next step being release of aldehyde by reductive elimination. Theoretical analyses suggest that the first step of the catalytic cycle is not oxidative addition of acetylene C-H or tautomerization of η2-alkyne to a vinylidene complex, but rather protonation of the coordinated 1-alkyne at the substituted carbon to form a metal-vinyl intermediate. This cationic intermediate then isomerizes to Ru(IV)-hydride-vinylidene via α-hydride migration of the vinyl group to the metal center, followed by attack of the vinylidene α-carbon by OH- to give the metal-hydride-acyl intermediate.

    DOI: 10.1021/ja0119292

  • A practical one-pot synthesis of 2,3-disubstituted indoles from unactivated anilines

    M Tokunaga, M Ota, MA Haga, Y Wakatsuki

    TETRAHEDRON LETTERS   2001.6

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    2-Substituted-3-methyl indoles are synthesized with good regioselectivity from readily available substrates and catalysts, i.e. the reaction of anilines with propargyl alcohols in the presence of 0.36-1 mol&#37; Ru-3(CO)(12). (C) 2001 Elsevier Science Ltd. All rights reserved.

    DOI: 10.1016/S0040-4039(01)00588-3

  • A practical one-pot synthesis of 2,3-disubstituted indoles from unactivated anilines

    Makoto Tokunaga, Mitsuru Ota, Masa aki Haga, Yasuo Wakatsuki

    Tetrahedron Letters   2001.6

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    2-Substituted-3-methyl indoles are synthesized with good regioselectivity from readily available substrates and catalysts, i.e. the reaction of anilines with propargyl alcohols in the presence of 0.36-1 mol% Ru3(CO)12.

    DOI: 10.1016/S0040-4039(01)00588-3

  • Ruthenium complex-catalyzed anti-Markovnikov hydration of terminal alkynes

    T Suzuki, M Tokunaga, Y Wakatsuki

    ORGANIC LETTERS   2001.3

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    [GRAPHICS]
    Highly regioselective, efficient, acid substituent-tolerant anti-Markovnikov hydration of terminal alkynes occurs to give n-aldehyde by use of a catalytic amount of easily available cyclopentadienylruthenium complexes bearing appropriate bidentate or monodentate phosphine ligands, Typically, RuCpCl(dppm) (1 mol &#37;) catalyzes the addition of water to 1-hexyne at 100 degreesC to give hexanal in 95&#37; yield: 2-hexanone is not detected at all.

    DOI: 10.1021/ol0003937

  • Ruthenium complex-catalyzed anti-Markovnikov hydration of terminal alkynes

    Toshiaki Suzuki, Makoto Tokunaga, Yasuo Wakatsuki

    Organic Letters   2001.3

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    Highly regioselective, efficient, and substituent-tolerant anti-Markovnikov hydration of terminal alkynes occurs to give n-aldehyde by use of a catalytic amount of easily available cyclopentadienylruthenium complexes bearing appropriate bidentate or monodentate phosphme ligands. Typically, RuCpCl(dppm) (1 mol %) catalyzes the addition of water to 1-hexyne at 100°C to give hexanal in 95% yield: 2-hexanone is not detected at all.

    DOI: 10.1021/ol0003937

  • Addition reactions to alkynes catalyzed by ruthenium complexes

    Makoto Tokunaga, Yasuo Wakatsuki

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   2000.1

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    Additions to C-C multiple bonds are simple and the most efficient methods in organic synthesis in terms of atom utilization due to avoidance of stoichiometric amounts of by-products. The following catalytic C-C, C-O and C-N bond-constructions by direct additions of nucleophiles to alkynes catalyzed by ruthenium complexes have been developed. 1) Dimerization of terminal alkynes to 1,4-disubstituted butatriens which is an unusual tail-to-tail coupled product. 2) The first example of anti-Markovnikov hydration of terminal alkynes to aldehydes. 3) Intermolecular hydroamination of terminal alkynes with anilines to imines. Some of the reactions proceed in high yields under solvent-free, open-air conditions. Theoretical studies were also performed about transformation of η2-coordinated 1-alkynes to vinylidene complexes which plays important role in regioselectivity of the addition reactions.

    DOI: 10.5059/yukigoseikyokaishi.58.587

  • Ruthenium-catalyzed intermolecular hydroamination of terminal alkynes with anilines A practical synthesis of aromatic ketimines

    Makoto Tokunaga, Markus Eckert, Yasuo Wakatsuki

    Angewandte Chemie - International Edition   1999.11

  • Total synthesis of muconin by efficient assembly of chiral building blocks

    J. D. Schloss, L. A. Paquette, E. Jacobsen, Makoto Tokunaga, J. Larrow, F. Kakiuchi, E. Jacobsen

    Chemtracts   1999.4

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  • The first anti-Markovnikov hydration of terminal alkynes Formation of aldehydes catalyzed by a ruthenium (II)/Phosphane mixture

    Makoto Tokunaga, Yasuo Wakatsuki

    Angewandte Chemie - International Edition   1998.11

  • Enantioselective catalytic ring opening of epoxides with carboxylic acids

    A. Zamojski, F. Kakiuchi, R. G. Konsler, J. F. Larrow, Makoto Tokunaga

    Chemtracts   1998.4

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  • Asymmetric catalysis with water: Efficient kinetic resolution of terminal epoxides by means of catalytic hydrolysis

    M Tokunaga, JF Larrow, F Kakiuchi, EN Jacobsen

    SCIENCE   1997.8

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    Epoxides are versatile building blocks for organic synthesis. However, terminal epoxides are arguably the most important subclass of these compounds, and no general and practical method exists for their production in enantiomerically pure form. Terminal epoxides are available very inexpensively as racemic mixtures, and kinetic resolution is an attractive strategy for the production of optically active epoxides, given an economical and operationally simple method. Readily accessible synthetic catalysts (chiral cobalt-based salen complexes) have been used for the efficient asymmetric hydrolysis of terminal epoxides. This process uses water as the only reagent, no added solvent, and low loadings of a recyclable catalyst (<0.5 mole percent), and it affords highly valuable terminal epoxides and 1,2-diols in high yield with high enantiomeric enrichment.

    DOI: 10.1126/science.277.5328.936

  • Asymmetric catalysis with water Efficient kinetic resolution of terminal epoxides by means of catalytic hydrolysis

    Makoto Tokunaga, Jay F. Larrow, Fumitoshi Kakiuchi, Eric N. Jacobsen

    Science   1997.8

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    Epoxides are versatile building blocks for organic synthesis. However, terminal epoxides are arguably the most important subclass of these compounds, and no general and practical method exists for their production in enantiomerically pure form. Terminal epoxides are available very inexpensively as racemic mixtures, and kinetic resolution is an attractive strategy for the production of optically active epoxides, given an economical and operationally simple method. Readily accessible synthetic catalysts (chiral cobalt-based salen complexes) have been used for the efficient asymmetric hydrolysis of terminal epoxides. This process uses water as the only reagent, no added solvent, and low loadings of a recyclable catalyst (<0.5 mole percent), and it affords highly valuable terminal epoxides and 1,2-diols in high yield with high enantiomeric enrichment.

    DOI: 10.1126/science.277.5328.936

  • Enantioselective catalytic ring opening of epoxides with carboxylic acids

    EN Jacobsen, F Kakiuchi, RG Konsler, JF Larrow, M Tokunaga

    TETRAHEDRON LETTERS   1997.2

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    The chiral Co(salen) complex 3 is an effective catalyst for the asymmetric ring-opening of meso epoxides with benzoic acid. Enantioselectivities of 55-93&#37; were obtained with a range of substrates. (C) 1997, Elsevier Science Ltd.

    DOI: 10.1016/S0040-4039(96)02414-8

  • Enantioselective catalytic ring opening of epoxides with carboxylic acids

    Eric N. Jacobsen, Fumitoshi Kakiuchi, Reed G. Konsler, Jay F. Larrow, Makoto Tokunaga

    Tetrahedron Letters   1997.2

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    The chiral Co(salen) complex 3 is an effective catalyst for the asymmetric ring-opening of meso epoxides with benzoic acid. Enantioselectivities of 55-93% were obtained with a range of substrates.

    DOI: 10.1016/S0040-4039(96)02414-8

  • Asymmetric synthesis of α-amino β-hydroxy phosphonic acids via BINAP-ruthenium catalyzed hydrogenation

    Masato Kitamura, Makoto Tokunaga, Trang Pham, William D. Lubell, Ryoji Noyori

    Tetrahedron Letters   1995.8

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    BINAP-Ru catalyzed hydrogenation of configurationally labile α-amido β-keto phosphonic esters gives the (R,R)- or (S,S)-α-amido β-hydroxy phosphonic esters in a highly enantio- and diastereoselective manner.

    DOI: 10.1016/0040-4039(95)01135-5

  • Asymmetric hydrogenation of β-keto phosphonates A practical way to fosfomycin

    M. Kitamura, Makoto Tokunaga, R. Noyori

    Journal of the American Chemical Society   1995.3

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    DOI: 10.1021/ja00115a030

  • Controlling stereochemistry in C-C and C-H bond formation with electronically asymmetric organometallics and chiral poisons

    J. W. Faller, Maria R. Mazzieri, Jenna Thu Nguyen, Jonathan Parr, Makoto Tokunaga

    Pure and Applied Chemistry   1994.1

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    Air stable (cyclopentadienyl)Mo(NO)(halide)(η3-allyl) complexes add to aldehydes to yield homoallylic alcohols in high enantioselectivity and diastereoselectivity. A new strategy, chiral poisoning, is applied to asymmetric hydrogenation and the kinetic resolution of allylic alcohols using transition metal catalysts prepared from racemic bis-phosphine ligands.

    DOI: 10.1351/pac199466071463

  • Homogeneous Hydrogenation of Carbon Dioxide with Transition Metal Complexes

    Takao Ikariya, Philip G. Jessop, Makoto Tokunaga, Ryoji Noyori

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   1994

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    Recent advances in the efficiency of the homogeneous catalytic reduction of carbon dioxide may bring CO2 fixation by this method from a research curiosity into an industrially applicable process. The reduction of CO2 to bulk chemicals such as dimethylformamide, methyl formate, and methanol offers a safer alternative to toxic CO-based processes. This review describes stoichiometric and homogeneously catalyzed reactions of CO2, especially those which involve hydrogenation by hydrogen gas. The newly discovered advantages of supercritical CO2 as a medium for its own fixation will be particularly highlighted.

    DOI: 10.5059/yukigoseikyokaishi.52.1032

  • CHIRAL POISONING IN THE KINETIC RESOLUTION OF ALLYLIC ALCOHOLS

    JW FALLER, M TOKUNAGA

    TETRAHEDRON LETTERS   1993.11

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    Recently, hydrogenations of allylic alcohols using ruthenium catalysts with enantiomerically pure phosphines, such as (R)-BINAP were reported to be useful for the kinetic resolution of cyclic allylic alcohols. These kinetic resolutions can also be effected using racemic BINAP and preferentially deactivating one enantiomer of the catalyst with an enantiomerically pure chiral poison. Poisoning of racemic (BINAP)-RuCl2(dmf)x with (1R,2S)-ephedrine provided (R)-2-cyclohexenol in 93&#37; ee at 72&#37; conversion.

    DOI: 10.1016/S0040-4039(00)60125-9

  • Chiral poisoning in the kinetic resolution of allylic alcohols

    J. W. Falle, Makoto Tokunaga

    Tetrahedron Letters   1993.11

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    Recently, hydrogenations of allylic alcohols using ruthenium catalysts with enantiomerically pure phosphines, such as (R)-BINAP were reported to be useful for the kinetic resolution of cyclic allylic alcohols. These kinetic resolutions can also be effected using racemic BINAP and preferentially deactivating one enantiomer of the catalyst with an enantiomerically pure chiral poison. Poisoning of racemic (BINAP)-RuCl2 (dmf)x with (1R,2S)-ephedrine provided (R)-2-cyclohexenol in 93% ee at 72% conversion.

    DOI: 10.1016/S0040-4039(00)60125-9

  • MATHEMATICAL TREATMENT OF KINETIC RESOLUTION OF CHIRALLY LABILE SUBSTRATES

    M KITAMURA, M TOKUNAGA, R NOYORI

    TETRAHEDRON   1993.2

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    Kinetic resolution of chirally unstable compounds prone to racemize has been quantitatively analyzed. Enantiomeric purities of the products as a function of conversion can be graphically displayed. This approach may be useful for designing an efficient asymmetric reaction.

    DOI: 10.1016/S0040-4020(01)80541-X

  • Mathematical treatment of kinetic resolution of chirally labile substrates

    M. Kitamura, Makoto Tokunaga, R. Noyori

    Tetrahedron   1993.2

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    Kinetic resolution of chirally unstable compounds prone to racemize has been quantitatively analyzed. Enantiomeric purities of the products as a function of conversion can be graphically displayed. This approach may be useful for designing an efficient asymmetric reaction.

    DOI: 10.1016/S0040-4020(01)80541-X

  • QUANTITATIVE EXPRESSION OF DYNAMIC KINETIC RESOLUTION OF CHIRALLY LABILE ENANTIOMERS - STEREOSELECTIVE HYDROGENATION OF 2-SUBSTITUTED 3-OXO CARBOXYLIC ESTERS CATALYZED BY BINAP-RUTHENIUM(II) COMPLEXES

    M KITAMURA, M TOKUNAGA, R NOYORI

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   1993.1

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    Hydrogenation of chirally unstable 2-substituted 3-oxo carboxylic esters gives a mixture of four stereoisomeric hydroxy esters. Use of BINAP-Ru(II) complex catalysts allows selective production of one stereoisomer among four possible isomers. The stereoselectivity obtained by the dynamic kinetic resolution depends on facile in situ racemization of the substrates, efficient chirality recognition ability of the catalysts, and the structures of the ketonic substrate. The factors controlling the efficiency of the stereoselective hydrogenation are experimentally determined by reaction of racemic oxo esters using enantiomerically pure and racemic BINAP complexes. Quantitative expression of the dynamic kinetic resolution has been made by defining the product partition coefficients (w, x, y, and z), the relative reactivities of the enantiomeric substrates (k(fast)/k(slow), and the relative case with which stereoinversion and hydrogenation take place (k(inv)/kf(fast)). The validity of the equations has been demonstrated by the graphical exhibition of the enantioselectivity and diastereoselectivity as a function of conversion of the substrates.

    DOI: 10.1021/ja00054a020

  • Quantitative Expression of Dynamic Kinetic Resolution of Chirally Labile Enantiomers Stereoselective Hydrogenation of 2-Substituted 3-Oxo Carboxylic Esters Catalyzed by BINAP-Ruthenium(II) Complexes

    M. Kitamura, Makoto Tokunaga, R. Noyori

    Journal of the American Chemical Society   1993.1

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    Hydrogenation of chirally unstable 2-substituted 3-oxo carboxylic esters gives a mixture of four stereoisomeric hydroxy esters. Use of BINAP-Ru(II) complex catalysts allows selective production of one stereoisomer among four possible isomers. The stereoselectivity obtained by the dynamic kinetic resolution depends on facile in situ racemization of the substrates, efficient chirality recognition ability of the catalysts, and the structures of the ketonic substrate. The factors controlling the efficiency of the stereoselective hydrogenation are experimentally determined by reaction of racemic oxo esters using enantiomerically pure and racemic BINAP complexes. Quantitative expression of the dynamic kinetic resolution has been made by defining the product partition coefficients (w, x, y, and z), the relative reactivities of the enantiomeric substrates (kfast/kSl0W), and the relative ease with which stereoinversion and hydrogenation take place (kinv/kfast). The validity of the equations has been demonstrated by the graphical exhibition of the enantioselectivity and diastereoselectivity as a function of conversion of the substrates.

    DOI: 10.1021/ja00054a020

  • PRACTICAL SYNTHESIS OF BINAP-RUTHENIUM(II) DICARBOXYLATE COMPLEXES

    M KITAMURA, M TOKUNAGA, R NOYORI

    JOURNAL OF ORGANIC CHEMISTRY   1992.7

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    DOI: 10.1021/jo00040a068

  • Practical synthesis of BINAP-ruthenium(II) dicarboxylate complexes

    Masato Kitamura, Makoto Tokunaga, Ryoji Noyori

    Journal of Organic Chemistry   1992

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  • 動的速度論分割--立体選択的合成反応の新しい方向 (1991年の化学-8-)

    徳永 信, 野依 良治

    化学   1991.8

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  • CONVENIENT PREPARATION OF BINAP RUTHENIUM(II) COMPLEXES CATALYZING ASYMMETRIC HYDROGENATION OF FUNCTIONALIZED KETONES

    M KITAMURA, M TOKUNAGA, T OHKUMA, R NOYORI

    TETRAHEDRON LETTERS   1991.8

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    Ligand exchange between [RuCl2(benzene)]2 or RuCl2[Sb(C6H5)3]3 and (R)- or (S)-BINAP produces BINAP-Ru(II) complexes which act as catalysts for the highly enantioselective hydrogenation of functionalized ketones.

    DOI: 10.1016/S0040-4039(00)79892-3

  • Convenient preparation of binap-ruthenium(II) complexes catalyzing asymmetric hydrogenation of functionalized ketones

    M. Kitamura, Makoto Tokunaga, T. Ohkuma, R. Noyori

    Tetrahedron Letters   1991.8

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    Ligand exchange between [RuCl2(benzene)]2 or RuCl2[Sb(C6H5)3]3 and (R)- or (S)-BINAP produces BINAP-Ru(II) complexes which act as catalysts for the highly enantioselective hydrogenation of functionalized ketones.

    DOI: 10.1016/S0040-4039(00)79892-3

  • Dynamic kinetic resolution in BINAP-ruthenium(II) catalyzed hydrogenation of 2-substituted 3-oxo carboxylic esters

    M. Kitamura, T. Ohkuma, Makoto Tokunaga, R. Noyori

    Tetrahedron Asymmetry   1990.1

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    BINAP-Ru catalyzed hydrogenation allows efficient dynamic kinetic resolution of certain 2-substituted 3-oxo carboxylic esters having cyclic structures to lead to the alcoholic products in high enantiomeric and diastereomeric excesses.

    DOI: 10.1016/S0957-4166(00)82262-4

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Industrial property rights

Patent   Number of applications: 40   Number of registrations: 27
Utility model   Number of applications: 0   Number of registrations: 0
Design   Number of applications: 0   Number of registrations: 0
Trademark   Number of applications: 0   Number of registrations: 0

Professional Memberships

  • 日本化学会

  • 有機合成化学協会

  • 触媒学会

  • 近畿化学協会

  • 日本醸造協会

  • Catalysis Society of Japan

  • Chemical Society of Japan

  • The Society of Synthetic Organic Chemistry Japan

  • 日本化学会

  • BREWING SOCIETY OF JAPAN

  • 有機合成化学協会

  • 触媒学会

  • KINKI CHEMICAL SOCIETY, JAPAN

  • KINKI CHEMICAL SOCIETY, JAPAN

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  • 触媒学会

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  • 有機合成化学協会

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  • BREWING SOCIETY OF JAPAN

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  • 日本化学会

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  • The Society of Synthetic Organic Chemistry Japan

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  • Chemical Society of Japan

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  • Catalysis Society of Japan

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Committee Memberships

  • 日本化学会 九州支部   化学教育協議会議長   Domestic

    2021.4 - 2022.3   

  • 有機合成化学協会   Executive   Domestic

    2016.1 - 2016.12   

  • 有機合成化学協会 九州山口支部   支部長   Domestic

    2016.1 - 2016.12   

  • 触媒学会   代議員   Domestic

    2015.1 - 2016.12   

  • 有機合成化学協会九州山口支部   庶務幹事   Domestic

    2011.2 - 2012.2   

  • 有機合成化学協会九州山口支部   会計幹事   Domestic

    2010.2 - 2011.2   

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Academic Activities

  • コオーガナイザー

    万有福岡シンポジウム  ( Japan ) 2016.4

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  • プログラム委員 International contribution

    Gold2012, Catalysis, Chemistry, Nanotechnology & Materials  ( Tokyo Japan ) 2012.9

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  • アドバイザリーボード

    万有福岡シンポジウム  ( Japan ) 2012.5

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  • オーガナイザー

    有機合成化学講演会―合成有機化学のフロンティア―  ( Japan ) 2011.5

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    Type:Competition, symposium, etc. 

  • 座長(Chairmanship)

    万有福岡シンポジウム  ( Japan ) 2011.5 - Present

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    Type:Competition, symposium, etc. 

  • アドバイザリーボード

    万有福岡シンポジウム  ( Japan ) 2011.5

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  • 実行委員

    第48回化学関連支部合同九州大会  ( Japan ) 2010.7

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  • アドバイザリーボード

    万有福岡シンポジウム  ( Japan ) 2010.5

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  • 実行委員

    第47回化学関連支部合同九州大会  ( Japan ) 2009.7 - 2010.7

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  • アドバイザリーボード

    万有福岡シンポジウム  ( Japan ) 2009.5

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  • 日本学術振興会 特別研究員等審査会専門委員および国際事業委員会書面審査委員

    Role(s): Review, evaluation

    2009.5 - Present

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    Type:Scientific advice/Review 

  • 組織委員 International contribution

    The 1st Kyushu University Global COE/Yonsei University BK21 Joint Symposium on “Future Molecular Systems”  ( Japan ) 2008.2 - Present

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  • 座長(Chairmanship)

    日本化学会第86春季年会  ( Japan ) 2006.3 - Present

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Research Projects

  • Development of Stereoselective transformations of Ester Functional Group using Phase-Transfer Catalysts

    Grant number:20K05497  2020.4 - 2023.3

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

    Yamamoto Eiji

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    In this study, we investigated the development of asymmetric alcoholysis of amino acid esters and azlactones using phase-transfer catalysts and found that the reaction proceeds highly stereoselectively for substrates with a bulky substituent at the carbonyl α-position. We also proposed a detailed reaction mechanism. Furthermore, we found that the asymmetric ring-opening reaction of azlactone with a nitrogen nucleophile proceeded stereoselectively, and the product showed preferential enrichment phenomenon.

    CiNii Research

  • セリアおよびジルコニア担持貴金属触媒を用いる実用的合成反応

    Grant number:19H02755  2019 - 2021

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

    徳永 信, 山本 英治, 村山 美乃

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    無機酸化物担持貴金属触媒は、自動車触媒などで汎用化されており、低コスト、優れた耐久性、大量生産可能、焼成で触媒再生が可能などの利点があるが、有機合成、有機反応への適用が不十分で、未開発の機能が埋もれている。そこで我々は、金、白金、パラジウム、ルテニウムなどの担持触媒の新機能開発を行う。担体として、高活性を示すことが多いセリア(CeO2) やジルコニア (ZrO2) を用い、酸化還元機能とソフトルイス酸機能の解明と応用を行う。ソフトルイス酸機能はアルケン、アルキン、芳香族などのπ電子を活性化するソフトな金属特有の機能であるが担持貴金属触媒では触媒設計指針が確立されておらず、それを目指す。

    CiNii Research

  • 担持ルテニウム触媒を用いた流通式不斉水素化反応の開発

    2017 - 2018

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 担持貴金属ナノ粒子による日本酒の貯蔵、製成法の開発

    2015 - 2017

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 担持貴金属ナノ粒子による日本酒の貯蔵、製成法の開発

    Grant number:15K13679  2015 - 2016

    Grants-in-Aid for Scientific Research  Grant-in-Aid for challenging Exploratory Research

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 有機触媒によるエステル不斉加水分解および固体触媒との協同触媒の開発

    2014 - 2016

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 有機触媒によるエステル不斉加水分解および固体触媒との協同触媒の開発

    Grant number:26105744  2014 - 2015

    Japan Society for the Promotion of Science・Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Innovative Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • ビフェニル多価カルボン酸誘導体合成用ナノ金属触媒に関する研究

    2012.2 - 2013.3

    Joint research

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    Authorship:Principal investigator  Grant type:Other funds from industry-academia collaboration

  • 水の分離コスト削減を目指したエステルの不可逆型加水分解およびアルケンの直接的変換

    2012 - 2018

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 水の分離コスト削減を目指したエステルの不可逆型加水分解反応およびアルケンの直接的変換

    2012 - 2018

    JST Strategic Basic Research Program (Ministry of Education, Culture, Sports, Science and Technology)

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    Authorship:Principal investigator  Grant type:Contract research

  • 四級アンモニウム塩によるキラルなヒドロキシドイオンを用いた触媒反応

    Grant number:24105524  2012 - 2014

    Japan Society for the Promotion of Science・Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Innovative Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 四級アンモニウム塩によるキラルなヒドロキシドイオンを用いた触媒反応

    2012 - 2014

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 四級アンモニウム塩によるキラルなヒドロキシドイオンを用いた触媒反応

    Grant number:2304  2012 - 2013

    Japan Society for the Promotion of Science・Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Innovative Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 水の分離コスト削減を目指したエステルの不可逆型加水分解

    2011.10 - 2014.3

    Research commissions

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    Authorship:Principal investigator  Grant type:Other funds from industry-academia collaboration

  • 担体酸化物から発生する0価安定活性種による新触媒機能

    2011 - 2014

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 人工触媒によるエステル不斉加水分解への挑戦

    2011 - 2013

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 水の分離コスト削減を目指したエステルの不可逆型加水分解

    2011 - 2012

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 徳永信研究資金

    2011

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    Grant type:Donation

  • 固体触媒の担体と金属両方を活性種として用いる反応集積化

    2010 - 2012

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 固体触媒の坦体と金属両方を活性種として用いる反応集積化

    Grant number:22106537  2010 - 2012

    Japan Society for the Promotion of Science・Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Innovative Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 宇部興産

    2010

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    Grant type:Donation

  • 宇部興産

    2009

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    Grant type:Donation

  • 単純反応剤の徹底利用による先端的合成反応の開発

    2008 - 2011

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 単純反応剤の徹底利用による先端的合成反応の開発

    Grant number:20245010  2008 - 2010

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (A)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 速度論的光学分割の効率を支配する反応次数と反応機構の相関の解明

    2008 - 2010

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 速度論的光学分割の効率を支配する反応次数と反応機構の相関の解明

    Grant number:20037052  2008 - 2009

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Priority Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 「異種物質との接合を利用した金クラスター触媒の機能設計:有機合成及び無機化学への応用」(代表:首都大学東京春田正毅教授)の分担研究

    2007 - 2013

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Grant type:Scientific research funding

  • 速度論的光学分割の効率を支配する反応次数と反応機構の相関の解明

    Grant number:19028049  2007

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Priority Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 速度論的光学分割の効率を支配する反応次数と反応機構の解明

    Grant number:19028049  2007

    Grants-in-Aid for Scientific Research  特定領域研究(A)特定領域研究(B)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 異種物質との接合を利用した金クラスター触媒の機能設計:有機合成及び無機化学への応用

    2006.10 - 2013.3

    科学技術振興機構 

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    Authorship:Coinvestigator(s) 

  • 異種物質との接合を利用した金クラスター触媒の機能設計

    2006 - 2011

    JST Strategic Basic Research Program (Ministry of Education, Culture, Sports, Science and Technology)

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    Authorship:Coinvestigator(s)  Grant type:Contract research

  • ナノサイズ不斉空間による加水分解、加アルコール分解反応の制御

    2006 - 2008

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • ナノサイズ不斉空間による加水分解、加アルコール分解反応の制御

    Grant number:18033002  2006 - 2007

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Priority Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 新規不斉触媒反応に関する研究

    2006

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    Grant type:Donation

  • 金属触媒による不可逆型エステル加水分解反応の開発

    2005.7

    九州大学 

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    Authorship:Principal investigator 

    アリルエステルの異性化などを利用して、不可逆型のエステル加水分解反応を開発する

  • NEDO技術開発機構、平成17年度産業技術助成事業「金属触媒による不可逆型エステル加水分解反応の開発」

    2005 - 2008

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Grant type:Scientific research funding

  • 金属触媒による不可逆型エステル加水分解反応の開発

    2005 - 2007

    Industrial Technology Research Grant Program (Ministry of Economy, Trade and Industry)

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    Authorship:Principal investigator  Grant type:Contract research

  • テトラフェニルフェニル基を有する配位子による新規分子触媒の開発

    Grant number:17550026  2005 - 2006

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 新規不斉触媒反応に関する研究

    2005

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    Grant type:Donation

  • 3MeTHF及びトリオール合成の開発と、その工業化に関する共同研究

    2004.10

    Joint research

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    Authorship:Principal investigator  Grant type:Other funds from industry-academia collaboration

  • 有機カルボニル化合物の加水分解触媒の開発と、その工業化に関わる研究

    2004.10

    Joint research

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    Authorship:Principal investigator  Grant type:Other funds from industry-academia collaboration

  • 不斉加水分解を志向した含水系反応場における錯体制御

    Grant number:16033204  2004 - 2005

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Priority Areas

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    Grant type:Scientific research funding

  • 水を反応剤として利用する実用合成反応の開発

    2004

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    Grant type:Donation

  • 新規不斉触媒反応に関する研究

    2004

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    Grant type:Donation

  • 不斉加水分解を志向した含水系反応場における錯体制御

    Grant number:15036203  2003

    Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Priority Areas

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    Authorship:Principal investigator  Grant type:Scientific research funding

  • 新規不斉触媒反応に関する研究

    2003

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    Grant type:Donation

  • 新開発の高濃度実用加水分解反応の立体制御 (SORST)

    2002 - 2005

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Grant type:Scientific research funding

  • 新開発の高濃度実用加水分解反応の立体制御

    2002 - 2005

    JST Strategic Basic Research Program (Ministry of Education, Culture, Sports, Science and Technology)

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    Authorship:Principal investigator  Grant type:Contract research

  • 新規不斉触媒反応に関する研究

    2002

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    Grant type:Donation

  • Organic Synthesis with Metal Complexes Catalysts

    2001 - 2005

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Grant type:Scientific research funding

  • 金属錯体触媒を用いる有機合成反応の研究

    1999 - 2002

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (C)

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    Grant type:Scientific research funding

  • 人工触媒で水が付加する反応の位置や立体を制御する

    1999 - 2002

    JST Strategic Basic Research Program (Ministry of Education, Culture, Sports, Science and Technology)

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    Authorship:Principal investigator  Grant type:Contract research

  • 不明

    1995 - 1997

    Japan Society for the Promotion of Science  Postdoctoral Fellowships for Research Abroad

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    Authorship:Principal investigator  Grant type:Joint research

  • 種々のアミノ酸を配位子とした金錯体の合成,構造解析と担持金ナノ粒子調製への応用

    Grant number:19K05214 

    村山 美乃, 徳永 信, 本間 徹生

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    Grant type:Scientific research funding

    粒子径が数 nm以下の微小な金ナノ粒子の特性を応用する研究が広まっている。しかし,コロイド溶液よりも実用に適した担持金ナノ粒子の調製法は,前駆体が塩化金酸にほぼ限られていることが原因で,ナノ粒子材料の機能の一端を担う担体の選択が制限されるという課題がある。そこで,本申請では担体の有する種々の特性に適した,簡便で低コストな金ナノ粒子固定化法を確立することを目標とする。そのために,分子構造の自由度の高いアミノ酸を配位子とした金錯体を新たに合成し,これを前駆体として用いる。アミノ酸の官能基によって担体-前駆体間の相互作用を最適化し,金の粒子径を制御することを目的とする。

    CiNii Research

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Class subject

  • 有機化学Ⅳ

    2023.10 - 2024.3   Second semester

  • 有機化学Ⅲ

    2023.6 - 2023.8   Summer quarter

  • 有機化学共通特論

    2023.4 - 2024.3   Full year

  • 有機化学特論ⅡB

    2022.12 - 2023.2   Winter quarter

  • Advanced Organic Chemistry ⅡB

    2022.12 - 2023.2   Winter quarter

  • 有機化学Ⅳ

    2022.10 - 2023.3   Second semester

  • 有機化学特論ⅡA

    2022.10 - 2022.12   Fall quarter

  • Advanced Organic Chemistry ⅡA

    2022.10 - 2022.12   Fall quarter

  • 有機化学Ⅲ

    2022.6 - 2022.8   Summer quarter

  • 有機化学Ⅳ

    2021.10 - 2022.3   Second semester

  • 有機化学Ⅲ

    2021.6 - 2021.8   Summer quarter

  • 化学特別講義Ⅱ

    2021.4 - 2022.3   Full year

  • 有機化学特論Ⅱ

    2020.10 - 2021.3   Second semester

  • 有機化学Ⅳ

    2020.10 - 2021.3   Second semester

  • 有機化学Ⅲ

    2020.6 - 2020.8   Summer quarter

  • 有機化学Ⅳ

    2019.10 - 2020.3   Second semester

  • 有機化学Ⅲ

    2019.6 - 2019.8   Summer quarter

  • 有機化学Ⅳ

    2018.10 - 2019.3   Second semester

  • 有機化学特論Ⅱ

    2018.10 - 2019.3   Second semester

  • Advanced Organic Chemistry Ⅱ

    2018.10 - 2019.3   Second semester

  • 有機化学Ⅲ

    2018.6 - 2018.8   Summer quarter

  • 化学特別講義Ⅴ

    2018.4 - 2019.3   Full year

  • 有機化学Ⅳ

    2017.10 - 2018.3   Second semester

  • 有機化学Ⅲ

    2017.6 - 2017.8   Summer quarter

  • 有機化学IV

    2016.10 - 2017.3   Second semester

  • 有機化学特論II

    2016.10 - 2017.3   Second semester

  • 有機物質化学

    2016.4 - 2016.9   First semester

  • 有機化学III

    2016.4 - 2016.9   First semester

  • 有機化学Ⅳ

    2015.10 - 2016.3   Second semester

  • 有機化学Ⅲ

    2015.10 - 2016.3   Second semester

  • 有機化学特論II

    2015.10 - 2016.3   Second semester

  • 有機物質化学

    2015.10 - 2016.3   Second semester

  • 有機化学III

    2014.10 - 2015.3   Second semester

  • 有機物質化学

    2014.10 - 2015.3   Second semester

  • 有機化学特論II

    2014.10 - 2015.3   Second semester

  • 有機化学Ⅳ

    2014.10 - 2015.3   Second semester

  • 有機物質化学

    2013.10 - 2014.3   Second semester

  • 有機化学III

    2012.10 - 2013.3   Second semester

  • 有機物質化学

    2012.10 - 2013.3   Second semester

  • 有機化学特論II

    2012.10 - 2013.3   Second semester

  • グリーンケミストリー

    2012.4 - 2012.9   First semester

  • 有機化学III

    2011.10 - 2012.3   Second semester

  • 有機化学IV

    2011.4 - 2011.9   First semester

  • 有機化学III

    2010.10 - 2011.3   Second semester

  • 有機化学特論2

    2010.10 - 2011.3   Second semester

  • 有機化学IV

    2010.4 - 2010.9   First semester

  • 自然科学総合実験

    2010.4 - 2010.9   First semester

  • 有機化学III

    2009.10 - 2010.3   Second semester

  • 自然科学総合実験

    2009.4 - 2009.9   First semester

  • コアセミナー

    2009.4 - 2009.9   First semester

  • 有機物質化学

    2008.10 - 2009.3   Second semester

  • 有機化学III

    2008.10 - 2009.3   Second semester

  • 自然科学総合実験

    2008.4 - 2008.9   First semester

  • 有機化学III

    2007.10 - 2008.3   Second semester

  • 有機物質化学

    2007.10 - 2008.3   Second semester

  • 自然科学総合実験

    2007.4 - 2007.9   First semester

  • 基礎化学熱力学

    2006.10 - 2007.3   Second semester

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FD Participation

  • 2013.3   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2012.3   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2011.3   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2011.3   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2011.3   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2010.3   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

  • 2009.3   Role:Planning   Title:化学科FD

    Organizer:Undergraduate school department

  • 2008.3   Role:Moderator   Title:化学科FD

    Organizer:Undergraduate school department

  • 2007.4   Role:Participation   Title:全学FD

    Organizer:University-wide

  • 2006.3   Role:Participation   Title:化学科FD

    Organizer:[Undergraduate school/graduate school/graduate faculty]

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Visiting, concurrent, or part-time lecturers at other universities, institutions, etc.

  • 2019  神戸大学大学院理学研究科  Classification:Part-time lecturer  Domestic/International Classification:Japan 

  • 2015  高知大学理学部  Classification:Part-time lecturer  Domestic/International Classification:Japan 

Other educational activity and Special note

  • 2011  Class Teacher  全学

  • 2010  Class Teacher  全学

  • 2010  Special Affairs  未来の科学者養成講座、化学科の担当

     詳細を見る

    未来の科学者養成講座、化学科の担当

  • 2009  Class Teacher  全学

  • 2009  Special Affairs  未来の科学者養成講座、化学科の担当

     詳細を見る

    未来の科学者養成講座、化学科の担当

  • 2008  Class Teacher  全学

  • 2006  Coaching of Students' Association  六本松歌劇団

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Outline of Social Contribution and International Cooperation activities

  • 徳山高校、魁講座

Social Activities

  • 魁講座III 「ノーベル賞と有機化学」

    徳山高校  2011.3

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    Audience:General, Scientific, Company, Civic organization, Governmental agency

    Type:Lecture

Media Coverage

  • なぞなぞかがく、「日本酒、日がたつと香りが変化」 Newspaper, magazine

    日本経済新聞 2015年4月12日17面  2015.4

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    なぞなぞかがく、「日本酒、日がたつと香りが変化」

  • 「日本酒の劣化臭だけ除去 九大成功、海外輸出加速に期待」 Newspaper, magazine

    西日本新聞 2015年3月30日付け1面  2015.3

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    「日本酒の劣化臭だけ除去 九大成功、海外輸出加速に期待」

  • 「エステル加水分解、不可逆型の反応実現」として記事にとりあげられた Newspaper, magazine

    化学工業日報  2008.9

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    「エステル加水分解、不可逆型の反応実現」として記事にとりあげられた

Acceptance of Foreign Researchers, etc.

  • Acceptance period: 2007.4 - 2010.9   (Period):1 month or more

    Nationality:China

Travel Abroad

  • 1995.11 - 1997.3

    Staying countory name 1:United States   Staying institution name 1:Harvard大学

  • 1993.6 - 1993.8

    Staying countory name 1:United States   Staying institution name 1:Yale大学