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

Catalytic Carboxylationusing Carbon Dioxide

Research Project

Project/Area Number 23655081
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Synthetic chemistry
Research InstitutionKyoto University

Principal Investigator

TSUJI Yasushi  京都大学, 工学研究科, 教授 (30144330)

Project Period (FY) 2011 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2012: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2011: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords二酸化炭素 / シリルホウ素 / シラカルボキシル化反応 / 銅触媒 / ヒドロカルボキシル化反応 / カルボキシル化 / 配位子 / 選択的反応 / アルキン
Research Abstract

Syn addition of silyl copper species to an alkyne affords a silyl alkenyl copper intermediate. Then, insertion of carbon dioxide provides the corresponding copper carboxylate species. Thus, the first catalytic silacarboxylation of an alkyne has been achieved by utilizing silylborane as the silicon source under atmospheric pressure of carbon dioxide to afford the silalactone selectively in high yield.

Report

(3 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Research-status Report
  • Research Products

    (23 results)

All 2012 2011 Other

All Journal Article (8 results) (of which Peer Reviewed: 8 results) Presentation (14 results) (of which Invited: 1 results) Remarks (1 results)

  • [Journal Article] Copper-Catalyzed Silacarboxylation of Internal Alkynes by Employing Carbon Dioxide and Silylboranes2012

    • Author(s)
      T. Fujihara, Y. Tani, K. Semba, J. Terao, Y. Tsuji
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 51 Issue: 46 Pages: 11487-11490

    • DOI

      10.1002/anie.201207148

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed Esterification of Aryl Halides Using Aryl Formates without the Use of External Carbon Monoxide2012

    • Author(s)
      T. Fujihara, T. Hosoki, Y. Katafuchi, T. Iwai, J. Terao, Y. Tsuji
    • Journal Title

      Chem. Commun.

      Volume: 48 Issue: 64 Pages: 8012-8014

    • DOI

      10.1039/c2cc33944g

    • NAID

      120005298241

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Nickel-Catalyzed Carboxylation of Aryl and Vinyl Chlorides Employing Carbon Dioxide2012

    • Author(s)
      T. Fujihara, K. Nogi, T. Xu, J. Terao, Y. Tsuji
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 134 Issue: 22 Pages: 9106-9109

    • DOI

      10.1021/ja303514b

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Hydrocarboxylation of Alkynes Using Carbon Dioxide and Hydrosilanes2011

    • Author(s)
      T.Fujihara, T.Xu, K.Semba, J.Terao, Y.Tsuji
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: 50 Issue: 2 Pages: 523-527

    • DOI

      10.1002/anie.201006292

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed Hydroesterification of Alkynes Employing Aryl Formates without the Use of External Carbon Monoxide2011

    • Author(s)
      Y.Katafuchi, T.Fujihara, T.Iwai I.Terao Y.Tsuji
    • Journal Title

      Adv.Synth.Catal.

      Volume: 353 Issue: 2-3 Pages: 475-482

    • DOI

      10.1002/adsc.201000750

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Ruthenium-catalyzed Ring-closing Metathesis Accelerated by Long-range Steric Effect2011

    • Author(s)
      T.Fujihara, Y.Tomike, T.Ohtake I.Terao, Y.Tsuji
    • Journal Title

      Chem.Commun.

      Volume: 47 Issue: 34 Pages: 9699-9701

    • DOI

      10.1039/c1cc13304g

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] 遷移金属錯体によるカルボニル官能基のアルキンへの付加反応2011

    • Author(s)
      辻 康之、藤原哲晶
    • Journal Title

      有機合成化学協会誌

      Volume: 69 Pages: 1375-1388

    • NAID

      10030480503

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis of a head-to-tail-type cyclodxtrin-based insulated molecular wire2011

    • Author(s)
      Terao, J, Ikai, K, Kambe, N, Seki, S, Saeki, A, Ohkoshi, K, Fujihara, T, Tsuji, Y
    • Journal Title

      CHEMICAL COMMUNICATIONS

      Volume: 47 Issue: 24 Pages: 6816-6818

    • DOI

      10.1039/c1cc12231b

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] Long-range Steric Effect in Homogeneous Nanosize Catalysis2012

    • Author(s)
      Y. Tsuji
    • Organizer
      1st International Conference on Emerging Advanced Nanomaterials
    • Place of Presentation
      Brisbane, Australia.(招待講演)
    • Year and Date
      2012-10-24
    • Related Report
      2012 Final Research Report
  • [Presentation] 二酸化炭素及びシリルボランを用いた内部アルキンの銅触媒シラカルボキシル化反応2012

    • Author(s)
      谷 洋介, 辻 康之
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪(大阪大学吹田キャンパス)
    • Year and Date
      2012-09-15
    • Related Report
      2012 Final Research Report
  • [Presentation] Copper-Catalyzed Silacarboxylation of Alkynes using Carbon Dioxide and Silylboranes2012

    • Author(s)
      Y. Tani, Y. Tsuji
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis(ISHC-18)
    • Place of Presentation
      Toulouse , France
    • Year and Date
      2012-07-10
    • Related Report
      2012 Final Research Report
  • [Presentation] Long-range Steric Effect in Homogeneous Nanosize Catalysis2012

    • Author(s)
      Y. Tsuji
    • Organizer
      1st International Conference on Emerging Advanced Nanomaterials
    • Place of Presentation
      Brisbane, Australia
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Copper-Catalyzed Silacarboxylation of Alkynes using Carbon Dioxide and Silylboranes2012

    • Author(s)
      Y. Tani
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis (ISHC-18)
    • Place of Presentation
      Toulouse (France)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 二酸化炭素及びシリルボランを用いた内部アルキンの銅触媒シラカルボキシル化反応2012

    • Author(s)
      谷 洋介
    • Organizer
      第59回 有機金属化学討論会
    • Place of Presentation
      大阪(大阪大学吹田キャンパス)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 遷移金属触媒を用いる高効率付加反応の開発2011

    • Author(s)
      辻 康之
    • Organizer
      日本化学会東海支部地区講演会(招待講演)
    • Place of Presentation
      岐阜大学
    • Related Report
      2011 Research-status Report
  • [Presentation] Transition Metal Catalyzed Addition of Carbonyl Functionality to C-C Multiple Bonds2011

    • Author(s)
      Yasushi Tsuji
    • Organizer
      14th Asian Chemical Congress 2011(招待講演)
    • Place of Presentation
      バンコク(タイ)
    • Related Report
      2011 Research-status Report
  • [Presentation] 二酸化炭素を用いたニッケル触媒による芳香族塩化物のカルボキシル化反応2011

    • Author(s)
      野木 馨介、徐 庭華、藤原 哲晶、寺尾 潤、辻 康之
    • Organizer
      第58回有機金属化学討論会
    • Place of Presentation
      名古屋大学
    • Related Report
      2011 Research-status Report
  • [Presentation] ニッケル触媒によるアルキンへの二酸化炭素二分子導入反応の開発2011

    • Author(s)
      堀本裕一朗、徐 庭華、藤原哲晶、寺尾 潤、辻 康之
    • Organizer
      石油学会関西支部 第20回研究発表会
    • Place of Presentation
      京都(京都教育文化センター)
    • Related Report
      2011 Research-status Report
  • [Presentation] 銅触媒存在下における二酸化炭素とシリルボランを用いたアルキンの官能基化2011

    • Author(s)
      谷 洋介、仙波一彦、藤原哲晶、寺尾 潤、辻 康之
    • Organizer
      石油学会関西支部 第20回研究発表会
    • Place of Presentation
      京都(京都教育文化センター)
    • Related Report
      2011 Research-status Report
  • [Presentation] Copper-Catalyzed Hydrocarboxylation of Alkynes Using Carbon Dioxide and Hydrosilanes2011

    • Author(s)
      Tetsuaki Fujihara, Tinguha Xu, Kazuhiko Semba, Jun Terao, Yasushi Tsuji
    • Organizer
      The 16th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-16)
    • Place of Presentation
      上海(中国)
    • Related Report
      2011 Research-status Report
  • [Presentation] Tetsuaki Fujihara, Tinguha Xu, Kazuhiko Semba, Jun Terao, Yasushi Tsuji2011

    • Author(s)
      Hydrocarboxylation of Alkynes Employing Carbon Dioxide, Hydrosilanes, and Copper Catalysts
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2011 (C&FC2011)
    • Place of Presentation
      奈良(奈良県公会堂)
    • Related Report
      2011 Research-status Report
  • [Presentation] Keisuke Nogi, Tinghua Xu, Tetsuaki Fujihara, Jun Terao, and Yasushi Tsuji2011

    • Author(s)
      Carboxylation of Aryl Chlorides with CO2 Utilizing Nickel Catalysts
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2011 (C&FC2011)
    • Place of Presentation
      奈良(奈良県公会堂)
    • Related Report
      2011 Research-status Report
  • [Remarks]

    • URL

      http://twww.ehcc.kyoto-u.ac.jp/

    • Related Report
      2012 Final Research Report

URL: 

Published: 2011-08-05   Modified: 2019-07-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi