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2011 Fiscal Year Final Research Report

Development of New Catalytic Control Methods of Chemoselectivity Using Multinuclear Metal Clusters

Research Project

  • PDF
Project/Area Number 21390003
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionKyushu University (2010-2011)
Osaka University (2009)

Principal Investigator

OHSHIMA Takashi  九州大学, 大学院・薬学研究院, 教授 (10313123)

Project Period (FY) 2009 – 2011
Keywords金属クラスター / 触媒 / 環境調和 / 化学選択性
Research Abstract

We succeeded in the development of(1) practical synthetic method of Trifluoroacetic Acid Adduct of Trifluoroacetate-Bridged Tetranuclear Zinc Cluster,(2) the Zn cluster-catalyzed acetylation and deacetylation reactions,(3) acceleration of the Zn cluster-catalyzed transesterification by the addition of alkylamines or N-heterocyclic compounds,(4) Pt-catalyzed direct amination of allylic alcohols under mild conditions,(5) Au-catalyzed direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles,(6) C1-Symmetric Rh-Phebox-Catalyzed Asymmetric Alkynylation ofα-Keto Ester, and so on.

  • Research Products

    (35 results)

All 2012 2011 2010 2009 Other

All Journal Article (13 results) (of which Peer Reviewed: 13 results) Presentation (14 results) Book (5 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Transesterification ofα-Amino Esters Catalyzed by a Tetranuclear Zinc Custer, Zn_4(OCOCF_3)_6O2012

    • Author(s)
      Y. Maegawa, K. Agura, Y. Hayashi, T. Ohshima, K. Mashima
    • Journal Title

      Synlett

      Volume: 23 Pages: 137-141

    • DOI

      DOI:10.1055/s-0031-1290096

    • Peer Reviewed
  • [Journal Article] Platinum-Catalyzed Direct Amination of Allylic Alcohols with Aqueous Ammonia for Selective Synthesis of Primary Allylamines、Angew2012

    • Author(s)
      K. Das, R. Shibuya, Y. Nakahara, N. Germain, T. Ohshima, K. Mashima
    • Journal Title

      Chem. Int. Ed

      Volume: 51 Pages: 150-154

    • DOI

      DOI:10.1002/anie.201106737

    • Peer Reviewed
  • [Journal Article] Efficient cyclic carbonate synthesis catalyzed by zinc cluster systems under mild conditions2012

    • Author(s)
      Y. Yang, Y. Hayashi, Y. Fujii, T. Nagano, Y. Kita, T. Ohshima, J. Okuda, K. Mashima
    • Journal Title

      Catal. Sci. Tech

      Volume: 2 Pages: 509-513

    • DOI

      DOI:10.1039/C1CY00404B

    • Peer Reviewed
  • [Journal Article] Sodium methoxide : a simple but highly efficient catalyst for the direct amidation of esters2012

    • Author(s)
      T. Ohshima, Y. Hayashi, K. Agura, Y. Fujii, A. Yoshiyama, K. Mashima
    • Journal Title

      Chem. Commun

      Volume: 48 Pages: 5434-5436

    • DOI

      DOI:10.1039/c2cc32153j

    • Peer Reviewed
  • [Journal Article] Trifluoroacetic Acid Adduct of Trifluoroacetate-Bridgedμ4-Oxo-Tetranuclear Zinc Cluster, Zn4(OCOCF_3)_6O・CF_3CO_2H : Synthesis under Mild Conditions and Catalytic Transesterification and Oxazoline Formation2011

    • Author(s)
      Y. Hayashi, T. Ohshima, Y. Fujii, Y. Matsushima, K. Mashima
    • Journal Title

      Catal. Sci. Tech

      Volume: 1 Pages: 230-233

    • DOI

      DOI:10.1039/c0cy00048e

    • Peer Reviewed
  • [Journal Article] C_1-Symmetric Rh-Phebox-Catalyzed Asymmetric Alkynylation ofα-Keto Ester、Angew2011

    • Author(s)
      T. Ohshima, T. Kawabata, Y. Takeuchi, T. Kakinuma, T. Iwasaki, T. Yonezawa, H. Murakami, H. Nishiyama, K. Mashima
    • Journal Title

      Chem. Int. Ed

      Volume: 50 Pages: 6296-6300

    • DOI

      DOI:10.1002/anie.201100252

    • Peer Reviewed
  • [Journal Article] Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)2011

    • Author(s)
      T. Ohshima, Y. Nakahara, J. Ipposhi, Y. Miyamoto, K. Mashim
    • Journal Title

      Chem. Commun

      Volume: 47 Pages: 8322-8324

    • DOI

      DOI:10.1039/c1cc12760h

    • Peer Reviewed
  • [Journal Article] Additive Effect of N-Heteroaromatics on Transesterification Catalyzed by Tetranuclear Zinc Cluster2011

    • Author(s)
      Y. Maegawa, T. Ohshima, Y. Hayashi, K. Agura, T. Iwasaki, K. Mashima
    • Journal Title

      ACS Catal.

      Volume: 1 Pages: 1178-1182

    • DOI

      10.1021/cs200224b

    • Peer Reviewed
  • [Journal Article] A Tetranuclear Zinc Cluster-Catalyzed Practical and Versatile Deprotection of Acetates and Benzoates2010

    • Author(s)
      T. Iwasaki, K. Agura, Y. Maegawa, Y. Hayashi, T. Ohshima, K. Mashima
    • Journal Title

      Chem. Eur. J

      Volume: 16 Pages: 11567-11571

    • DOI

      DOI:10.1002/chem.201000960

    • Peer Reviewed
  • [Journal Article] Mashima、A Simple, General, and Highly Chemoselective Acetylation of Alcohols Using Ethyl Acetate as the Acetyl Donor Catalyzed by a Tetranuclear Zinc Cluster2009

    • Author(s)
      T. Iwasaki, Y. Maegawa, Y. Hayashi, T. Ohshima, K.
    • Journal Title

      Synlett

      Pages: 1659-1663

    • DOI

      DOI:10.1055/s-0029-1217335

    • Peer Reviewed
  • [Journal Article] Development of Environmentally Benign Catalytic Reactions Using Tetranuclear Zinc Clusters2009

    • Author(s)
      T. Ohshima, T. Iwasaki, K. Mashima
    • Journal Title

      J. Synth. Org. Chem., Japan

      Volume: 67 Pages: 491-506

    • Peer Reviewed
  • [Journal Article] Theoretical Study of Al(III)-Catalyzed Conversion of Glyoxal to Glycolic Acid : Dual Activated 1, 2-Hydride Shift Mechanism by Protonated Al(OH)_3 Species2009

    • Author(s)
      T. Ohshima, Y. Yamamoto, U. Takaki, Y. Inoue, T. Saeki, K. Itou, Y. Maegawa, T. Iwasaki, K. Mashima
    • Journal Title

      Chem. Commun

      Pages: 2688-2690

    • DOI

      DOI:10.1039/b902729g

    • Peer Reviewed
  • [Journal Article] Platinum-Catalyzed Direct Amination of Allylic Alcohols under Mild Conditions : Ligand and Microwave Effects, Substrate Scope, and Mechanistic Study2009

    • Author(s)
      T. Ohshima, Y. Miyamoto, J. Ipposhi, Y. Nakahara, M. Utsunomiya, K. Mashima
    • Journal Title

      J. Am. Chem. Soc

      Volume: 131 Pages: 14317-14328

    • DOI

      DOI:10.1021/ja9046075

    • Peer Reviewed
  • [Presentation] C_1-Symmetric Rh-Phebox-Catalyzed Asymmetric Alkynylation ofα-Keto Ester2011

    • Author(s)
      T. Ohshima(招待講演)
    • Organizer
      The 1st Junior International Conference on Cutting-Edge Organic Chemistry in Asia
    • Place of Presentation
      Xiamen
    • Year and Date
      2011-12-10
  • [Presentation] Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters2011

    • Author(s)
      T. Ohshima(招待講演)
    • Organizer
      14th Asian Chemical Congress
    • Place of Presentation
      Bangkok
    • Year and Date
      2011-09-07
  • [Presentation] 触媒制御による不活性官能基の選択的活性化-水酸基の直接活性化を中心に-2011

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      山口大学常盤台コロキアム、山口
    • Place of Presentation
      山口
    • Year and Date
      2011-01-21
  • [Presentation] 触媒制御による不活性官能基の選択的活性化.環境調和型触媒反応の開発を目指して-2011

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      名古屋大学総合講演会
    • Place of Presentation
      名古屋
    • Year and Date
      2011-01-13
  • [Presentation] 環境に優しい化学の開発に向けて.金属クラスター触媒で酵素に挑む-2011

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      文部科学省科学研究費特定領域研究「協奏機能触媒」講演会「私たちに役立つ触媒って何?」
    • Place of Presentation
      東京
    • Year and Date
      2011-01-11
  • [Presentation] Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters2010

    • Author(s)
      T. Ohshima(招待講演)
    • Organizer
      The International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu
    • Year and Date
      2010-12-18
  • [Presentation] Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters2010

    • Author(s)
      T. Ohshima(招待講演)
    • Organizer
      TAKASAGO SYMPOSIUM 2010"New Paradigm Led by Catalysts"
    • Place of Presentation
      東京
    • Year and Date
      2010-12-03
  • [Presentation] 触媒制御による不活性官能基の選択的活性化-環境調和型触媒反応の開発を目指して-2010

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      平成22年度後期(秋季)有機合成講習会
    • Place of Presentation
      東京
    • Year and Date
      2010-11-17
  • [Presentation] 協奏機能型触媒を活用した新規環境調和型触媒反応の開発、理研シンポジウム2010

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      第5回有機合成化学のフロンティア
    • Place of Presentation
      埼玉
    • Year and Date
      2010-07-09
  • [Presentation] 環境調和型触媒反応開発への取り組み2009

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      第14回スクリプス・バイオメディカルフォーラム
    • Place of Presentation
      大阪
    • Year and Date
      2009-12-05
  • [Presentation] 有機化学者の計算化学への取り組み2009

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      Gaussian09セミナー
    • Place of Presentation
      大阪
    • Year and Date
      2009-10-21
  • [Presentation] Development of New Direct Catalytic Reactions Using Tetranuclear Zinc Clusters、文部科学省科学研究費補助金特定領域研究「均一・不均一系触媒化学の概念融合による協奏機能触媒の創成」2009

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      第4回国際シンポジウム
    • Place of Presentation
      札幌
    • Year and Date
      2009-08-28
  • [Presentation] 金属クラスターを活用する低分子人工酵素の開発研究2009

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      第28回財団法人窪庵社研究助成発表会
    • Place of Presentation
      大阪
    • Year and Date
      2009-07-01
  • [Presentation] 多核金属クラスターを用いた酵素への挑戦2009

    • Author(s)
      大嶋孝志(招待講演)
    • Organizer
      "化学千一夜"あすの化学への夢を語ろう
    • Place of Presentation
      大津
    • Year and Date
      2009-06-12
  • [Book] "Esterification" in Kirk-Othmer Encyclopedia of Chemical Technology2012

    • Author(s)
      T. Iwasaki, Y. Maegawa, T. Ohshima, K. Mashima
  • [Book] "Mizoroki-Heck Reaction" in Stereoselective Synthesis 3: Stereoselective Pericyclic Reactions, Cross Coupling, and C?H and C?X Activation2011

    • Author(s)
      M. Shibasaki, T. Ohshima, W. Itano
    • Total Pages
      483-512
  • [Book] "Catalytic Asymmetric 1,2-Alkynylation in Comprehensive Chirality2011

    • Author(s)
      T. Ohshima
  • [Book] 触媒学会多核金属錯体を用いた環境調和型触媒研究の動向" 触媒年鑑:触媒技術の動向と展望2011

    • Author(s)
      大嶋孝志
    • Total Pages
      30-39
  • [Book] 化学を学ぶ学生のためのレポート & 論文マスターガイド2010

    • Author(s)
      今田泰嗣、大嶋孝志、廣瀬敬治
    • Publisher
      化学同人
  • [Remarks]

    • URL

      http://green.phar.kyushu-u.ac.jp/

  • [Patent(Industrial Property Rights)] 脱CO方法2012

    • Inventor(s)
      大嶋孝志、森本浩之、清水悠平
    • Industrial Property Rights Holder
      大嶋孝志、森本浩之、清水悠平
    • Industrial Property Number
      特願、2012-046588
    • Filing Date
      2012-03-02
  • [Patent(Industrial Property Rights)] 金属触媒による縮合反応2009

    • Inventor(s)
      真島和志、大嶋孝志、岩崎孝紀、石田賢哉、前田裕徳
    • Industrial Property Rights Holder
      真島和志、大嶋孝志、岩崎孝紀、石田賢哉、前田裕徳
    • Industrial Property Number
      特許、第4317261号
    • Acquisition Date
      2009-05-29

URL: 

Published: 2013-07-31  

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