• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Development of oxidative amide formation reaction using metal nanocluster catalysts and application to novel nanomaterial

Research Project

Project/Area Number 24750035
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Organic chemistry
Research InstitutionThe University of Tokyo

Principal Investigator

MIYAMURA Hiroyuki  東京大学, 理学(系)研究科(研究院), 特任助教 (00548943)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2012: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords金属ナノクラスター / アミド合成 / イミン合成 / 二元金属ナノクラスター / 金 / Hydrogen autotransfer / Lewis酸 / 高分子カルセランド触媒 / 固相触媒 / 酸素酸化 / 協調触媒系 / 金触媒 / hydrogen autotransfer / 固定化触媒 / ラクタム合成 / ポリアミド
Research Abstract

Bimetallic nanocluster catalysts derived from gold and iron group metals were developed, and they could be applied to oxidative amide formation from an alcohol and an amine using molecular oxygen as oxidant. On the other hand, alloyed nanoclusters prepared from gold and palladium gave imine selectively from the same starting materials. Au nanoclusters with size of 5 to 10 nm showed excellent activity for oxidative amide formation from aldehydes and amines. Furthermore, a cooperative catalytic system of gold-palladium alloyed nanoclusters and Lewis acids facilitates alkylation of primary amides to secondary amides through hydrogen autotransfer mechanism from primary amides and alcohols.

Report

(3 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Research-status Report
  • Research Products

    (37 results)

All 2014 2013 2012 Other

All Journal Article (14 results) (of which Peer Reviewed: 14 results) Presentation (18 results) (of which Invited: 10 results) Remarks (5 results)

  • [Journal Article] Tandem Oxidative Processes Catalyzed by Polymer-Incarcerated Multimetallic Nanoclusters with Molecular Oxygen2014

    • Author(s)
      Miyamura, Hiroyuki and Kobayashi, Shu
    • Journal Title

      Accounts of Chemical Research

      Volume: 47 Issue: 4 Pages: 1054-1066

    • DOI

      10.1021/ar400224f

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Chiral metal nanoparticle-catalyzed asymmetric C-C bond formation reactions2014

    • Author(s)
      Tomohiro Yasukawa, Hiroyuki Miyamura, Shu Kobayashi
    • Journal Title

      Chem. Soc. Rev.

      Volume: 43 Issue: 5 Pages: 1450-1461

    • DOI

      10.1039/c3cs60298b

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copolymer-Incarcerated Nickel Nanoparticles with N-Heterocycle Carbene Precursors as Active Cross-linking Agents for Corriu–Kumada–Tamao Reaction2013

    • Author(s)
      Jean-Francois Soule;, Hiroyuki Miyamura, Shu Kobayashi,
    • Journal Title

      Journal of the American Chemical Society

      Volume: 135 Issue: 29 Pages: 10602-10605

    • DOI

      10.1021/ja404006w

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] A heterogeneous layered bifunctional catalyst for the integration of aerobic oxidation and asymmetric C-C bond formation2013

    • Author(s)
      Hiroyuki Miyamura, Gerald C. Y. Choo, Tomohiro Yasukawa, Woo-Jin Yoo and Shu Kobayashi
    • Journal Title

      Chem. Commun.

      Volume: 49 Issue: 85 Pages: 9917-9919

    • DOI

      10.1039/c3cc46204h

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Direct Amidation from Alcohols and Amines through a Tandem Oxidation Process Catalyzed by Heterogeneous Polymer Incarcerated Gold Nanoparticles under Aerobic Conditions2013

    • Author(s)
      Jean-Francois Soule;, Hiroyuki Miyamura, Shu Kobayashi
    • Journal Title

      Chemistry An Asian Journal

      Volume: 8 Issue: 11 Pages: 2614-2626

    • DOI

      10.1002/asia.201300733

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Polymer-Incarcerated Metals : Highly Reactive, Recoverable, and Multifunctional Nanocluster Catalysts for Organic Synthesis2013

    • Author(s)
      Kobayashi Shū, Miyamura Hiroyuki
    • Journal Title

      Aldrichimica Acta

      Volume: 46 Pages: 3-19

    • URL

      http://www.sigmaaldrich.com/chemistry/chemical-synthesis/learning-center/aldrichimica-acta.html

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Selective Imine Formation from Alcohols and Amines Catalyzed by Polymer Incarcerated Gold/Palladium Alloy Nanoparticles with Molecular Oxygen as Oxidant2013

    • Author(s)
      J.-F. Soule
    • Journal Title

      Chem. Commun.

      Volume: 49 Issue: 4 Pages: 355-357

    • DOI

      10.1039/c2cc36213a

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Polymer-Incarcerated Metals: Highly Reactive, Recoverable, and Multifunctional Nanocluster Catalysts for Organic Synthesis2013

    • Author(s)
      Kobayashi, Shu and Miyamura, Hiroyuki
    • Journal Title

      Aldrichimica Acta

      Volume: 46 Pages: 3-19

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] α-Hydroxylation of 1,3-Dicarbonyl Compounds Catalyzed by Polymer-incarcerated Gold Nanoclusters with Molecular Oxygen2012

    • Author(s)
      Miyamura Hiroyuki, Kobayashi Shū
    • Journal Title

      Chem. Lett.

      Volume: 41 Pages: 976-978

    • NAID

      10031031546

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Cooperative Catalytic System of Platinum/Iridium Alloyed Nanoclusters and a Dimeric Catechol Derivative: An Efficient Synthesis of Quinazolines Through a Sequential Aerobic Oxidative Process2012

    • Author(s)
      H. Yuan
    • Journal Title

      Adv. Synth. Catal.

      Volume: 354 Issue: 16 Pages: 2899-2904

    • DOI

      10.1002/adsc.201200880

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Discovery of a Metalloenzyme-Like Cooperative Catalytic System of Metal Nanoclusters and Catechol Derivatives for the Aerobic Oxidation of Amines2012

    • Author(s)
      H. Yuan, W.-J. Yoo, H. Miyamura, S. Kobayashi
    • Journal Title

      J. Am. Chem. Soc

      Volume: 134 Issue: 34 Pages: 13970-13973

    • DOI

      10.1021/ja306934b

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Polymer-Incarcerated Chiral Rh/Ag Nanoparticles for Asymmetric 1, 4-Addition Reactions of Arylboronic Acids to Enones:Remarkable Effects of Bimetallic Structure on Activity aod Metal Leaching2012

    • Author(s)
      Tomohiro Yasukawa, Hiroyuki Miyamura、 Sho Kobayashi
    • Journal Title

      J.Am.Chem.Soc

      Volume: 134 Issue: 41 Pages: 16963-16966

    • DOI

      10.1021/ja307913e

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Selective Lactam Formation from Amino Alcohols Using Polymer Incarcerated Gold and Gold/Cobalt Nanoparticles as Catalysts under Aerobic Oxidative Conditions2012

    • Author(s)
      J.-F. Soule
    • Journal Title

      Asian J. Org. Chem.

      Volume: 1 Issue: 4 Pages: 319-321

    • DOI

      10.1002/ajoc.201200093

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] α-Hydroxylation of 1,3-Dicarbonyl Compounds Catalyzed by Polymer-Incarcerated Gold Nanoclusters with Molecular Oxygen2012

    • Author(s)
      H. Miyamura
    • Journal Title

      Chem. Lett.

      Volume: 41 Issue: 9 Pages: 976-978

    • DOI

      10.1246/cl.2012.976

    • NAID

      130004426705

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 多機能金属ナノ粒子触媒~ Innovation and creation in heterogeneous catalysis inspired by Reaxys PhD Prize2014

    • Author(s)
      宮村浩之
    • Organizer
      Reaxys Prize Club Symposium in Japan 2014(日本化学会第94春季年会併設)
    • Place of Presentation
      名古屋大学, 名古屋市
    • Year and Date
      2014-03-28
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 多機能金属ナノ粒子触媒 ~ Innovation and creation in heterogeneous catalysis inspired by Reaxys PhD Prize2014

    • Author(s)
      宮村浩之
    • Organizer
      Reaxys Prize Club Symposium in Japan 2014(日本化学会第94春季年会併設)
    • Place of Presentation
      名古屋大学 (名古屋市)
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Aerobic oxidative aromatization catalyzed by polymer incarcerated gold nanocluster2014

    • Author(s)
      宮村浩之,小林修
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋大学 (名古屋市)
    • Related Report
      2013 Annual Research Report
  • [Presentation] 多機能固相触媒としての高分子カルセランド型金属ナノ粒子2013

    • Author(s)
      宮村浩之
    • Organizer
      2013年度中国四国支部高分子講演会
    • Place of Presentation
      鳥取大学, 鳥取市
    • Year and Date
      2013-12-20
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] Polymer-incarcerated metal nanoclusters-Multifunctional heterogeneous catalysts-2013

    • Author(s)
      Miyamura Hiroyuki
    • Organizer
      Intergroup Seminar, ETH Zürich
    • Place of Presentation
      ETH Zürich, Switzerland
    • Year and Date
      2013-09-25
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 固定化金属ナノクラスター触媒による酸素酸化反応と反応集積化を基盤とした有機合成反応の開発2013

    • Author(s)
      宮村浩之, 小林修
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス, 草津市(優秀講演賞(学術)受賞)
    • Year and Date
      2013-03-25
    • Related Report
      2013 Final Research Report
  • [Presentation] 高分子固定化金属ナノクラスター触媒と反応集積化による効率的合成反応2013

    • Author(s)
      宮村浩之
    • Organizer
      東京医科歯科大学生体材料工学研究所若手研究者セミナー
    • Place of Presentation
      東京医科歯科大学生体材料工学研究所, 東京都
    • Year and Date
      2013-03-01
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] Powerful organic transformations based on aerobic oxidation and reaction integration using metal nanocluster catalysts2013

    • Author(s)
      Miyamura Hiroyuki, Kobayashi Shū
    • Organizer
      Reaxys Lecture (第9回平田メモリアルレクチャー併設)
    • Place of Presentation
      名古屋大学, 名古屋市
    • Year and Date
      2013-01-09
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 多機能固相触媒としての高分子カルセランド型金属ナノ粒子2013

    • Author(s)
      宮村浩之
    • Organizer
      2013年度中国四国支部高分子講演会
    • Place of Presentation
      鳥取大学 (鳥取市)
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Polymer-incarcerated metal nanoclusters-Multifunctional heterogeneous catalysts-2013

    • Author(s)
      Hiroyuki Miyamura
    • Organizer
      Intergroup Seminar, ETH Zurich
    • Place of Presentation
      ETH Zurich, Switzerland
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Amide synthesis through tandem oxidative process catalyzed by polymer incarcerated metal nanoclusters2013

    • Author(s)
      Miyamura, Hiroyuki, Soule, Jean-Francois, Kobayashi, Shu
    • Organizer
      The 8th International Symposium on Intergrated Synthesis (ISIS-8)
    • Place of Presentation
      東大寺総合文化センター (奈良市)
    • Related Report
      2013 Annual Research Report
  • [Presentation] Selective amides and imines synthesis from alcohols and amines by metal nanoclusters using molecular oxygen2013

    • Author(s)
      Miyamura, Hiroyuki, Soule, Jean-Francois, Kobayashi, Shu
    • Organizer
      The Reaxys Inspiring Chemistry Conference 2013
    • Place of Presentation
      Sunstar Hotel Grindelwald, Switzerland
    • Related Report
      2013 Annual Research Report
  • [Presentation] 高分子固定化金属ナノクラスター触媒と反応集積化による効率的合成反応2013

    • Author(s)
      Miyamura, Hiroyuki
    • Organizer
      東京医科歯科大学 生体材料工学研究所 若手研究者セミ ナー
    • Place of Presentation
      東京医科歯科大学 生体材料工学研究所
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] Powerful organic transformations based on aerobic oxidation and reaction integration using metal nanocluster catalysts2013

    • Author(s)
      Miyamura, Hiroyuki; Kobayashi, Shu
    • Organizer
      Reaxys Lecture (第9回平田メモリアルレクチャー併設)
    • Place of Presentation
      名古屋大学
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] 固定化金属ナノクラスター触媒による酸素酸化反応と反応集積化を基盤とした有機合成反応の開発2013

    • Author(s)
      宮村浩之, 小林修
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Research-status Report
  • [Presentation] Amineoxidase-like cooperative catalytic system of metal nanoclusters and catechol derivatives2012

    • Author(s)
      Miyamura, Hiroyuki; Yuan, Hao; Yoo, Woo-Jin, Kobayashi, Shu
    • Organizer
      IKCOC-12
    • Place of Presentation
      Rihga Royal Hotel Kyoto
    • Related Report
      2012 Research-status Report
  • [Presentation] Development of highly functionalized nanocatalysts toward integrated synthesis involving aerobic oxidation as a key reaction2012

    • Author(s)
      Miyamura, Hiroyuki
    • Organizer
      新学術領域研究「反応集積化の合成化学 革新的手法の開拓と 有機物質 創成への展開」平成24年度 第1回成果報告会
    • Place of Presentation
      大阪大学
    • Related Report
      2012 Research-status Report
  • [Presentation] Powerful organic transformations catalyzed by polymer incarcerated gold and multimetallic nanoclusters2012

    • Author(s)
      Miyamura, Hiroyuki; Kobayashi, Shu
    • Organizer
      Gold 2012
    • Place of Presentation
      Keio Plasa Hotel Tokyo
    • Related Report
      2012 Research-status Report
  • [Remarks] 宮村浩之ー東京大学 大学院理学系研究科 教員情wiki

    • URL

      http://www.s.u-tokyo.ac.jp/en/people/index.php/MIYAMURA%2C_Hiroyuki

    • Related Report
      2013 Final Research Report
  • [Remarks] 有機合成化学研究室

    • URL

      http://www.chem.s.u-tokyo.ac.jp/users/synorg/index_J.html

    • Related Report
      2013 Final Research Report
  • [Remarks] 宮村浩之ー東京大学 大学院理学系研究科 教員情報wiki

    • URL

      http://www.s.u-tokyo.ac.jp/en/people/index.php/MIYAMURA%2C_Hiroyuki

    • Related Report
      2013 Annual Research Report
  • [Remarks] 有機合成化学研究室

    • URL

      http://www.chem.s.u-tokyo.ac.jp/users/synorg/index_J.html

    • Related Report
      2013 Annual Research Report
  • [Remarks] 東京大学大学院理学系研究科有機合成化学研究室

    • URL

      http://www.chem.s.u-tokyo.ac.jp/users/synorg/index_J.html

    • Related Report
      2012 Research-status Report

URL: 

Published: 2013-05-31   Modified: 2019-07-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi