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2007 Fiscal Year Final Research Report Summary

Development of efficient organic reactions utilizing microspace

Research Project

Project/Area Number 17390005
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionThe University of Tokyo

Principal Investigator

KOBAYASHI Shu  The University of Tokyo, Graduate School of Science, Department of Chemistry, Associate Professor (50195781)

Project Period (FY) 2005 – 2007
Keywordsmicrospace / microreactor / supported ctalyst / oxidation / multiphase reaction / polysilane / palladium / gold
Research Abstract

(1) Development of polymer-immobilized metal catalysts toward catalytic reactions in microchannel reactors The author had already developed gas-liquid-solid triphase hydrogenation reactions in microchannel reactors by immobilizing original polymer palladium catalyst on the inner wall of the microchannel reactors. In this project other polymer catalysts immobilizing metals such as scandium, ruthenium, and gold were developed and applied to various reactions such as Lewis acid-catalyzed reactions, triphase oxidation using molecular oxygen. The reaction proceeded in high yield. Polysilane was also found to be effective as a polymer in triphase hydrogenation reaction.
(2) Development of efficient catalytic reactions using microchannel reactors Polysilane-supported palladium catalyst was immobilized on the inner wall of microchannel reactor and triphase hydrogenation reaction was performed. The microchannel reactor could be used continuously for up to 100 hours and could be recycled 15 times. When polymer-supported gold catalyst was immobilized on the inner wall of microchannel reactor, gas-liquid-solid triphase alcohol oxidation reaction using molecular oxygen proceeded smoothly to give corresponding carbonyl compounds. On the other hand, numbering-up experiment was performed for larger scale synthesis. Productivity of hydrogenation reaction was significantly improved.

  • Research Products

    (52 results)

All 2009 2008 2007 2006 2005

All Journal Article (22 results) (of which Peer Reviewed: 12 results) Presentation (30 results)

  • [Journal Article] Immobilization of Ruthenium in Organic-Inorganic Hybrid Copolymers: Reusable Heterogeneous Catalyst for Oxidation of Alcoholswith Molecular Oxygen,2008

    • Author(s)
      T. Matsumoto, M. Ueno, N. Wang, S. Kobayashi
    • Journal Title

      Chem. Asian J. 3

      Pages: 239-243

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Development of Microchannel Reactors Using Polysilane-Supported Palladium Catalytic Systems in Capillaries2008

    • Author(s)
      M. Ueno, T. Suzuki, T. Naito, H. Oyamada, S. Kobayashi
    • Journal Title

      Chem. Commun.

      Pages: 1647-1649

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Immobilization of Ruthenium in Organic-Inorganic Hybrid Copolymers : Reusable Heterogeneous Catalyst for Oxidation of Alcohols with Molecular Oxygen2008

    • Author(s)
      T. Matsumoto, M. Ueno, N. Wang, S. Kobayashi
    • Journal Title

      Chem. Asian J. 3

      Pages: 239-243

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Aerobic Oxidation of Alcohols at Room Temperature and Atmospheric Conditions Catalyzed by Reusable Gold Nanoclusters Stabilized by the Benzene Rings of Polystyrene Derivatives2007

    • Author(s)
      H. Miyamura, R. Matsubara, Y. Miyazaki, S. Kobayashi
    • Journal Title

      Angew. Chem. Int. Ed. 46

      Pages: 4151-4154

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Polymer Incarcerated Ruthenium Catalyst for Oxidation of Alcohols with Molecular Oxygen2007

    • Author(s)
      T. Matsumoto, M. Ueno, J. Kobayashi, H, Miyamura, Y. Mori, S. Kobayashi
    • Journal Title

      Adv. Synth. Catal. 349

      Pages: 531-534

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Polymer-Incarcerated Palladium with Active Phosphine as Recoverable and Reusable Pd Catalyst for the Amination of Aryl Chlorides2007

    • Author(s)
      T. Inasaki, M. Ueno, S. Miyamoto, S. Kobayashi
    • Journal Title

      Synlett

      Pages: 3209-3213

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Aerobic Oxidation of Alcohols at Room Temperature and Atmospheric conditions Catalyzed by Reusable Gold Nanoclusters Stabilized by the Benzene Rings of Polystyrene Derivatives2007

    • Author(s)
      H. Miyamura, R. Matsubara, Y. Miyazaki, S. Kobayashi
    • Journal Title

      Angew. Chem. Int. Ed. 46

      Pages: 4151-4154

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Polymer Incarcerated Ruthenium Catalyst for Oxidation of Alcohols with Molecular Oxygen2007

    • Author(s)
      T. Matsumoto, M. Ueno, J. Kobayashi, H, Miyamamura, Y. Mori, S. Kobayashi
    • Journal Title

      Adv. Synth. Catal. 349

      Pages: 531-534

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Polymer-Incarcerated Palladium with Active Phosphine as Recoverable and Reusable Pd Catalyst for the Amination of Aryl Chlorides2007

    • Author(s)
      T. Inasaki, M. Ueno, S. Miyamoto, S. Kobayashi
    • Journal Title

      Synlett 2007

      Pages: 3209-3213

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Practical Preparation Method of Polymer Incarcerated (PI) Palladium Catalysts Using Pd (II) Salts2006

    • Author(s)
      H. Hagio, M. Sugiura, S. Kobayashi
    • Journal Title

      Org. Lett. 8

      Pages: 375-378

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Semi-hydrogenation of Alkynes Using Phosphinated Polymer Incarcerated (PI) Palladium Catalysts2006

    • Author(s)
      R. Nishio, M. Sugiura S. Kobayashi
    • Journal Title

      Org. Biomol. Chem. 4

      Pages: 992-995

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Polysilane-Supported Pd and Pt Nanoparticles as Efficient Catalysts for Organic Synthesis2006

    • Author(s)
      H. Oyamada, R. Akiyama, H. Hagio T. Naito, S. Kobayashi
    • Journal Title

      Chem. Commun.

      Pages: 4297-4299

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Practical Preparation Method of Polymer Incarcerated (PI) Palladium Catalysts Using Pd(II) Salts2006

    • Author(s)
      H. Hagio, M. Sugiura, S. Kobayashi
    • Journal Title

      Org. Lett. 8

      Pages: 375-378

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Semi-hydrogenation of Alkynes Using Phosphinated Polymer Incarcerated (PI) Palladium Catalysts2006

    • Author(s)
      R. Nishio, M. Sugiura, S. Kobayashi
    • Journal Title

      Org. Biomol. Chem. 4

      Pages: 992-995

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Polysilane-Supported Pd and Pt Nanoparticles as Efficient Catalysts for Organic Synthesis2006

    • Author(s)
      H. Oyamada, R., Akiyama, H. Hagio, T. Natio, S. Kobayashi
    • Journal Title

      Chem. Commun. 2006

      Pages: 4297-4299

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Triphase Hydrogenation Reactions Utilizing Pd-Immobilized Capillary Column Reactors and a Demonstration of Suitability for Large Scale Synthesis2005

    • Author(s)
      J. Kobayashi, Y. Mori, S. Kobayashi
    • Journal Title

      Adv. Synth. Catal. 347

      Pages: 1889-1892

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Polymer-micelle Incarcerated Ruthenium Catalysts for Oxidation of Alcohols and Sulfides2005

    • Author(s)
      H. Miyamura, R. Akiyama, T. Ishida, R. Matsubara, S. Kobayashi
    • Journal Title

      Tetrahedron 61

      Pages: 12177-12185

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Polymer-Micelle Incarcerated Scandium as a Highly Active Polymer-Supported Catalyst for High-Throughput Organic Synthesis2005

    • Author(s)
      M. Takeuchi, R. Akiyama, S. Kobayashi
    • Journal Title

      J. Am. Chem. Soc. 127

      Pages: 13096-13097

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Novel Polymer Incarcerated Palladium with Phosphinated Polymers: Active Catalyst for Suzuki-Miyaura Coupling without External Phosphines2005

    • Author(s)
      R. Nishio, M. Sugiura, S. Kobayashi
    • Journal Title

      Org. Lett. 7

      Pages: 4831-4834

    • Description
      「研究成果報告書概要(和文)」より
    • Peer Reviewed
  • [Journal Article] Polymer-Micelle Incarcerated Scandium as a highly Active Polymer-Supported Catalyst for High-Throughput Organic Synthesis2005

    • Author(s)
      M. Takeuchi, R. Akiyama, S. Kobayashi
    • Journal Title

      J. Am. Chem. Soc. 127

      Pages: 13096-13097

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Novel Polymer Incarcerated Palladium with Phosphinated Polymers : Active Catalyst for Suzuki-Miyaura coupling without External Phosphines2005

    • Author(s)
      R. Nishio, M. Sugiura, S. Kobayashi
    • Journal Title

      Org. Lett. 7

      Pages: 4831-4834

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Development of Microchannel Reactors Using Polysilane-Supported Palladium Catalytic Systems in Capillaries2005

    • Author(s)
      M. Ueno, T. Suzuki, T. Naito, H. Oyamada, S. Kobayashi
    • Journal Title

      Chem. Commun. 2008

      Pages: 1647-1649

    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Development of novel polymer incarcerated gold nano-cluster catalysts2009

    • Author(s)
      H. Miyamura, R. Matsubara, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai86
    • Place of Presentation
      Chiba, Nihon University
    • Year and Date
      2009-03-29
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] 金触媒担持キャピラリーリアクターを用いた多相系でのアルコールの酸化反応2008

    • Author(s)
      Wang Naiwei, ・松本努・上野雅晴・宮村浩之・小林修
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      東京(立教大学)
    • Year and Date
      2008-03-27
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 高分子固定化金・プラチナ合金クラスター触媒を用いる、中性条件下でのアルコールの室温酸素酸化反応2008

    • Author(s)
      宮村浩之・松原亮介・小林修
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      東京(立教大学)
    • Year and Date
      2008-03-27
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Multi-phase aerobic alcohol oxidation reactions utilizing Au-immobilized capillary column reactors2008

    • Author(s)
      N. Wang, T. Matsumoto, M. Ueno, H. Miyamura, S. Koba,ashi
    • Organizer
      Japan Chemical Society, Nenkai88
    • Place of Presentation
      Tokyo, Rikkyo University
    • Year and Date
      2008-03-27
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Gold-Platinum Bimetallic Clusters for Aerobic Oxidation of Alcohols at Room Temperature under Base-Free Conditions2008

    • Author(s)
      H. Miyamura, R. Matsubara, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai88
    • Place of Presentation
      Tokyo, Rikkyo University
    • Year and Date
      2008-03-27
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] 高分子カルセランド型金触媒を用いるアルコールの酸素酸化反応2007

    • Author(s)
      宮村浩之・宮嵜洋二・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] アルコールの酸素酸化反応を指向した高分子カルセランド型ルテニウム触媒の開発2007

    • Author(s)
      松本努・上野雅晴・小林重太・宮村浩之・森雄一朗・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] ホスフィン配位子を有する高活性新規高分子カルセランド型パラジウム触媒2007

    • Author(s)
      稲崎毅・上野雅晴・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] ポリシラン担持型マイクロリアクターの開発2007

    • Author(s)
      鈴木淑恵・上野雅晴・小林重太・内藤武詩・小山田秀和・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 高分子カルセランド型ポリシラン担持パラジウム触媒の開発2007

    • Author(s)
      萩尾浩之・小畑秀和・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] ポリシラン担持パラジウムーアルミナ ハイブリッド型触媒を用いたハロゲン化アリールのアミノ化2007

    • Author(s)
      宮本慎平・小山田秀和・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 高分子Carcerand型触媒の実用的合成手法の開発2007

    • Author(s)
      秋山良・小山田秀和・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] ポリシラン担持パラジウム-アルミナ ハイブリッド型触媒の開発2007

    • Author(s)
      秋山良・内藤武詩・小山田秀和・小林修
    • Organizer
      日本化学会第87春季年会
    • Place of Presentation
      大阪(関西大学)
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Development of aerobic oxidation of alcohols at room temperature using polymer incarcerated gold cluster catalysts2007

    • Author(s)
      H. Miyamura, Y. Miyazaki, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Polymer incarcerated ruthenium catalyst for oxidation of alcohols with molecular oxygen2007

    • Author(s)
      T. Matsumoto, M. Ueno, J. Kobayashi, H. Miyamura, Y. Mori, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Novel Highly Active Polymer Incarcerated (PI) Palladium Catalyst with a Phosphine Ligand2007

    • Author(s)
      T. Inasaki, M. Ueno, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Development of Polysilane-supported catalytic systems in microreactors2007

    • Author(s)
      T. Suzuki, M, Ueno, J. Kobayashi, T. Naito, H. Oyamada, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Development of Polysilane-supported Polymer Incarcerated (PI) Palladium Catalysts2007

    • Author(s)
      H. Hagio, H. Oyamada, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Amination of Aryl Halides Using Polysilane-supported Palladium/Alumina Hybrid Catalyst2007

    • Author(s)
      S. Miyamoto, H. Oyamada, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Development of Practical Synthetic Method for Polymer Incarcerated (PI) Catalysts2007

    • Author(s)
      R. Akiyama, H. Oyamada, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Development of Polysilane-supported Palladium/Alumina Hybrid Catalysts2007

    • Author(s)
      R. Akiyama, T. Naito, H. Oyamada, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai87
    • Place of Presentation
      Osaka, Kansai University
    • Year and Date
      2007-03-26
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] 新規高分子カルセランド型金ナノクラスター触媒の開発2006

    • Author(s)
      宮村浩之・松原亮介・小林修
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      千葉(日本大学)
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 固定化ルテニウム触媒による三相系酸素酸化反応の開発及びマイクロチャネルリアクターへの展開2006

    • Author(s)
      松本努・小林重太・森雄一朗・小林修
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      千葉(日本大学)
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 高分子カルセランド型パラジウム触媒の実用的合成法2006

    • Author(s)
      萩尾浩之・杉浦正晴・小林修
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      千葉(日本大学)
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 新規ホスフィン導入高分子カルセランド型パラジウム触媒2006

    • Author(s)
      西尾亮・杉浦正晴・小林修
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      千葉(日本大学)
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] 新規高分子固定化パラジウムおよび白金触媒の実用的合成法と反応2006

    • Author(s)
      宮嵜洋二・西尾亮・萩尾浩之・杉浦正晴・小林修
    • Organizer
      日本化学会第86春季年会
    • Place of Presentation
      千葉(日本大学)
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(和文)」より
  • [Presentation] Development of Catalytic Systems for Triphase Oxidation Based on Immobilized Ruthenium Using Molecular Oxygen towards Reactions in Microchannel Reactors2006

    • Author(s)
      T. Matsumoto, J. Kobayashi, Y. Mori, S. Kobayashi
    • Organizer
      Japan chemical Society, Nenkai86
    • Place of Presentation
      Chiba, Nihon University
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Practical Preparation Method of Polymer Incarcerated (PI) Palladium Catalyst2006

    • Author(s)
      H. Hagio, M. Sugiura, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai86
    • Place of Presentation
      Chiba, Nihon University
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] Novel Phosphinated Polymer Incarcerated (PI) Palladium Catalyst2006

    • Author(s)
      R. Nishio, M. Sugiura, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai86
    • Place of Presentation
      Chiba, Nihon University
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(欧文)」より
  • [Presentation] A Practical Preparation Method and Reactivity of Polymer-Supported Palladium and Platinum Catalysts2006

    • Author(s)
      Y. Miyazaki, R. Nishio, H, hagio, M. Sugira, S. Kobayashi
    • Organizer
      Japan Chemical Society, Nenkai86
    • Place of Presentation
      Chiba, Nihon University
    • Year and Date
      2006-03-29
    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2010-02-04  

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