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Catalytic Fixation of Carbon Dioxide Driven by Photoenergy

Research Project

Project/Area Number 24655139
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeSingle-year Grants
Research Field Environmental chemistry
Research InstitutionKyoto University

Principal Investigator

FUJIHARA Tetsuaki  京都大学, 工学(系)研究科(研究院), 助教 (30374698)

Project Period (FY) 2012-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2012: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords二酸化炭素 / カルボキシル化反応 / ニッケル / コバルト / 光エネルギー / 銅
Research Abstract

Carbon dioxide (CO2) is environmentally friendly raw material and its utilization as sustainable carbon source is one of the most important challenges in homogeneous transition-metal catalysis. Recently, we developed the nickel-catalyzed carboxylation of aryl chlorides. The reactions proceeded under CO2 (1 atm) at room temperature with manganese powder as a reducing reagent. Various benzoic acid derivatives could be obtained from the corresponding aryl chlorides in good to high yields. In addition, we have recently developed the cobalt-catalyzed carboxylation of propargyl acetates with CO2 employing manganese powder. Various propargyl acetates especially bearing trimethylsilyl group on the terminal alkyne carbon were converted to the corresponding carboxylic acids in good to high yields with perfect regioselectivity.

Report

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

    (36 results)

All 2013 2012

All Journal Article (10 results) (of which Peer Reviewed: 4 results,  Open Access: 1 results,  Acknowledgement Compliant: 1 results) Presentation (26 results) (of which Invited: 2 results)

  • [Journal Article] Palladium-Catalyzed Reduction of Carboxylic Acids to Aldehydes with Hydrosilanes in the Presence of Pivalic Anhydride2013

    • Author(s)
      T. Fujihara, C. Cong, J. Terao, Y. Tsuji
    • Journal Title

      Adv. Synth. Catal.

      Volume: 355 Pages: 3420-3420

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
  • [Journal Article] Design Principle for Increasing Charge Mobility ofπ-Conjugated Polymers Using Regularly Localized Molecular Orbitals2013

    • Author(s)
      J. Terao, A. Wadahama, A. Matono, T. Tada, S. Watanabe, S. Seki, T. Fujihara, Y. Tsuji
    • Journal Title

      Nature Commun.

      Volume: 4 Pages: 1691-1691

    • Related Report
      2013 Final Research Report
  • [Journal Article] Copper-Catalyzed Borylation of alpha-Alkoxyallenes with Bis(pinacolato)diboron : Efficient Synthesis of 2-Boryl-1,3-butadienes2013

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

      Angew. Chem., Int. Ed.

      Volume: 52 Pages: 12400-12400

    • Related Report
      2013 Final Research Report
  • [Journal Article] “Design principle for increasing charge mobility of pi-conjugated polymers using regularly localized molecular orbitals”2013

    • Author(s)
      Jun Terao, Akihisa Wadahama, Akitoshi Matono, Tomofumi Tada, Satoshi Watanabe, Shu Seki, Tetsuaki Fujihara, Yasushi Tsuji
    • Journal Title

      Nat. Commun.

      Volume: 4 Issue: 1 Pages: 16911-9

    • DOI

      10.1038/ncomms2707

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Copper-Catalyzed Borylation of alpha-Alkoxyallenes with Bis(pinacolato)diboron: Efficient Synthesis of 2-Boryl-1,3-butadienes2013

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

      Angew. Chem. Int. Ed

      Volume: 52 Issue: 47 Pages: 12400-12403

    • DOI

      10.1002/anie.201306843

    • Related Report
      2013 Annual 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 Pages: 9106-9106

    • Related Report
      2013 Final Research Report 2012 Research-status Report
  • [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 Pages: 11487-11487

    • Related Report
      2013 Final Research Report
  • [Journal Article] Carbon Dioxide as a Carbon Source in Organic Transformation : Carbon-Carbon Bond Forming Reactions by Transition-Metal Catalysis2012

    • Author(s)
      Y. Tsuji, T. Fujihara
    • Journal Title

      Chem. Commun.

      Volume: 48 Pages: 8012-8012

    • Related Report
      2013 Final Research Report
  • [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 Research-status Report
    • Peer Reviewed
  • [Journal Article] Carbon Dioxide as a Carbon Source in Organic Transformation: Carbon–Carbon Bond Forming Reactions by Transition-Metal Catalysis2012

    • Author(s)
      Y. Tsuji and T. Fujihara
    • Journal Title

      Chem. Commun.

      Volume: 48 Issue: 80 Pages: 9956-9964

    • DOI

      10.1039/c2cc33848c

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 銅ヒドリドを触媒活性種とする二酸化炭素を用いたアレンのカルボキシル化2013

    • Author(s)
      久我一成,谷洋介,藤原哲晶,寺尾潤,辻康之
    • Organizer
      石油学会関西支部第22回研究発表会
    • Place of Presentation
      東大阪(近畿大学)
    • Year and Date
      2013-12-06
    • Related Report
      2013 Final Research Report
  • [Presentation] ニッケル触媒存在下二酸化炭素を炭素源とした脂肪族内部アルキンのダブルカルボキシル化反応2013

    • Author(s)
      溝江大我,堀本裕一朗,藤原哲晶,寺尾潤,辻康之
    • Organizer
      石油学会関西支部第22回研究発表会
    • Place of Presentation
      東大阪(近畿大学)
    • Year and Date
      2013-12-06
    • Related Report
      2013 Final Research Report
  • [Presentation] 1価のニッケル中間体を鍵とする触媒的二酸化炭素固定化反応の開発2013

    • Author(s)
      藤原哲晶
    • Organizer
      東京大学工学系研究科化学生命工学専攻第6回ChemBioハイブリッドレクチャー
    • Place of Presentation
      東京大学
    • Year and Date
      2013-11-09
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 銅触媒を用いたアレンへの二酸化炭素固定化反応2013

    • Author(s)
      久我一成,谷洋介,藤原哲晶,寺尾潤,辻康之
    • Organizer
      第3回CSJ化学フェスタ2013
    • Place of Presentation
      タワーホール船堀
    • Year and Date
      2013-10-21
    • Related Report
      2013 Annual Research Report 2013 Final Research Report
  • [Presentation] 銅触媒を用いたアレンへの二酸化炭素固定化反応2013

    • Author(s)
      谷洋介,久我一成,藤原哲晶,寺尾潤,辻康之
    • Organizer
      第60回有機金属化学討論会
    • Place of Presentation
      学習院大学
    • Year and Date
      2013-09-12
    • Related Report
      2013 Final Research Report
  • [Presentation] 二酸化炭素を用いたコバルト触媒存在における酢酸プロパルギルのカルボキシル化反応2013

    • Author(s)
      野木馨介,藤原哲晶,寺尾潤,辻康之
    • Organizer
      第60回有機金属化学討論会
    • Place of Presentation
      学習院大学
    • Year and Date
      2013-09-12
    • Related Report
      2013 Final Research Report
  • [Presentation] 銅触媒存在下における二酸化炭素とヒドロシランを用いたアレンのヒドロカルボキシル化2013

    • Author(s)
      久我一成,谷洋介,藤原哲晶,寺尾潤,辻康之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学
    • Related Report
      2013 Final Research Report
  • [Presentation] 銅触媒存在下における二酸化炭素及びシリルボランを用いた炭素‐炭素多重結合のシラカルボキシル化反応2013

    • Author(s)
      谷洋介,仙波一彦,藤原哲晶,寺尾潤,辻康之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学
    • Related Report
      2013 Final Research Report
  • [Presentation] コバルト触媒による二酸化炭素を用いたプロパルギルエステルのカルボキシル化反応2013

    • Author(s)
      野木馨介,藤原哲晶,寺尾潤,辻康之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学
    • Related Report
      2013 Final Research Report
  • [Presentation] 1価のニッケル中間体を鍵とする触媒的二酸化炭素固定化反応の開発2013

    • Author(s)
      藤原哲晶
    • Organizer
      東京大学大学院工学系研究科 化学生命工学専攻 第6回ChemBioハイブリッドレクチャー
    • Place of Presentation
      東京大学
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 銅ヒドリドを触媒活性種とする二酸化炭素を用いたアレンのカルボキシル化2013

    • Author(s)
      久我一成、谷 洋介、藤原哲晶、寺尾 潤、辻 康之
    • Organizer
      石油学会関西支部 第22回研究発表会
    • Place of Presentation
      近畿大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] ニッケル触媒存在下二酸化炭素を炭素源とした脂肪族内部アルキンのダブルカルボキシル化反応2013

    • Author(s)
      溝江大我、堀本裕一朗、藤原哲晶、寺尾 潤、辻 康之
    • Organizer
      石油学会関西支部 第22回研究発表会
    • Place of Presentation
      近畿大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 二酸化炭素を用いたコバルト触媒存在下における酢酸プロパルギルのカルボキシル化反応2013

    • Author(s)
      野木馨介、藤原哲晶、寺尾 潤、辻 康之
    • Organizer
      第60回 有機金属化学討論会
    • Place of Presentation
      学習院大学
    • Related Report
      2013 Annual Research Report
  • [Presentation] 銅触媒存在下における二酸化炭素とヒドロシランを用いたアレンのヒドロカルボキシル化2013

    • Author(s)
      久我 一成,谷 洋介,藤原 哲晶,寺尾 潤,辻 康之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学(草津市)
    • Related Report
      2012 Research-status Report
  • [Presentation] 銅触媒存在下における二酸化炭素及びシリルボランを用いた炭素‐炭素多重結合のシラカルボキシル化反応2013

    • Author(s)
      谷 洋介,仙波 一彦,藤原 哲晶,寺尾 潤,辻 康之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学(草津市)
    • Related Report
      2012 Research-status Report
  • [Presentation] コバルト触媒による二酸化炭素を用いたプロパルギルエステルのカルボキシル化反応2013

    • Author(s)
      野木 馨介,藤原 哲晶,寺尾 潤,辻 康之
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学(草津市)
    • Related Report
      2012 Research-status Report
  • [Presentation] ニッケル触媒による二酸化炭素を用いた塩化アリール類のカルボキシル化反応2012

    • Author(s)
      藤原哲晶,野木馨介,徐庭華,寺尾潤,辻康之
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      早稲田大学
    • Year and Date
      2012-11-08
    • Related Report
      2013 Final Research Report
  • [Presentation] Copper-Catalyzed Hydrocarboxylation of Alkynes Employing carbon Dioxide and Hydrosilanes2012

    • Author(s)
      T. Fujihara, T. Xu, K. Semba, J. Terao, Y. Tsuji
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      France
    • Year and Date
      2012-07-10
    • Related Report
      2013 Final Research Report
  • [Presentation] Copper- Catalyzed Silacarboxylation of Alkynes Using Carbon Dioxide and Silylboranes2012

    • Author(s)
      Y. Tani, K. Semba, T. Fujihara, J. Terao, Y. Tsuji
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      France
    • Year and Date
      2012-07-10
    • Related Report
      2013 Final Research Report
  • [Presentation] Nickel-Catalyzed Carboxylation of Aryl Chlorides and Vinyl Chlorides with CO_22012

    • Author(s)
      K. Nogi, T. Xu, T. Fujihara, J. Terao, Y. Tsuji
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      France
    • Year and Date
      2012-07-10
    • Related Report
      2013 Final Research Report
  • [Presentation] 銅触媒を用いる二酸化炭素固定化反応の開発-ヒドロカルボキシル化およびシラカルボキシル化-2012

    • Author(s)
      藤原哲晶,徐庭華,谷洋介,寺尾潤,辻康之
    • Organizer
      石油学会第61回研究発表会
    • Place of Presentation
      船堀タワーホール
    • Year and Date
      2012-05-25
    • Related Report
      2013 Final Research Report
  • [Presentation] ニッケル触媒による二酸化炭素を用いた塩化アリール類のカルボキシル化反応2012

    • Author(s)
      藤原哲晶,野木馨介,徐 庭華,寺尾潤,辻康之
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      早稲田大学(東京)
    • Related Report
      2012 Research-status Report
  • [Presentation] 銅触媒を用いる二酸化炭素固定化反応の開発-ヒドロカルボキシル化およびシラカルボキシル化-2012

    • Author(s)
      藤原哲晶、徐 庭華、谷 洋介、寺尾 潤、辻康之
    • Organizer
      石油学会第61回研究発表会年会
    • Place of Presentation
      東京
    • Related Report
      2012 Research-status Report
  • [Presentation] COPPER-CATALYZED HYDROCARBOXYLATION OF ALKYNES EMPLOYING CARBON DIOXIDE AND HYDROSILANES2012

    • Author(s)
      Tetsuaki FUJIHARA, Tinghua XU, Kazuhiko SEMBA, Jun TERAO, and Yasushi TSUJI
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      フランス
    • Related Report
      2012 Research-status Report
  • [Presentation] COPPER-CATALYZED SILACARBOXYLATION OF ALKYNES USING CARBON DIOXIDE AND SILYLBORANES2012

    • Author(s)
      Yosuke TANI, Kazuhiko SEMBA, Tetsuaki FUJIHARA, Jun TERAO, Yasushi TSUJI
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      フランス
    • Related Report
      2012 Research-status Report
  • [Presentation] Nickel-Catalyzed Carboxylation of Aryl Chlorides and Vinyl Chlorides with CO22012

    • Author(s)
      Keisuke Nogi, Tinghua Xu, Tetsuaki Fujihara, Jun Terao, and Yasushi Tsuji
    • Organizer
      The 18th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      フランス
    • Related Report
      2012 Research-status Report

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

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