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Development of New Molecular Photocatalyst for Sunlight-Driven

Research Project

Project/Area Number 23750174
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Environmental chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

KOIKE Takashi  東京工業大学, 資源化学研究所, 助教 (30451991)

Project Period (FY) 2011 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2012: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2011: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords高機能触媒 / 光触媒 / 可視光反応 / 太陽光利用 / ラジカル反応 / 酸化還元反応 / フォトレドックス触媒 / 太陽光活用 / 一電子移動 / 太陽光 / キラル触媒 / クロスカップリング / 不斉光触媒反応
Research Abstract

Development of clean and green synthetic processes has attracted great attention from the viewpoint of energy crisis and environmental issues. Photoredox catalysis with well-defined [Ru(bpy)3 ]2+ has become a useful method for redox reactions in synthetic chemistry, because they can undergo visible-light-induced single electron transfer (SET). We have developed new and green photoredox-catalyzed reactions. In addition, new insight on the design of molecular photocatalyst was obtained. We reported on our results as 10 in papers for academic meetings, 8 in scientific treatises, and 1 in patents. One of our results was introduced in the foreign website (“Advances in Engineering”) for the engineering community.

Report

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

    (36 results)

All 2013 2012 2011 Other

All Journal Article (11 results) (of which Peer Reviewed: 11 results) Presentation (20 results) Book (2 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Visible-light-induced Synthesis of a Variety of Trifluoromethylated Alkenes from Potassium Vinyltrifluoroborates by Photoredox Catalysis2013

    • Author(s)
      Yusuke Yasu, Takashi Koike, Munetaka Akita
    • Journal Title

      Chemical Communication

      Volume: 49巻 Issue: 20 Pages: 2037-2039

    • DOI

      10.1039/c3cc39235j

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Visible-Light-induced Selective Generation of Radicals from Organoborates by Photoredox Catalysis2012

    • Author(s)
      Y. Yasu
    • Journal Title

      Adv. Synth. Catal.

      Volume: 354 Issue: 18 Pages: 3414-3420

    • DOI

      10.1002/adsc.201200588

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Visible-light-driven Oxidation of 1,3-Dicarbonyl Compounds via Catalytic Disproportionation of TEMPO by Photoredox Catalysis2012

    • Author(s)
      T. Koike
    • Journal Title

      Chem. Lett.

      Volume: 41 Issue: 9 Pages: 999-1001

    • DOI

      10.1246/cl.2012.999

    • NAID

      130004426694

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Three-component Oxytrifluoromethylation of Alkenes: Highly Efficient and Regioselective Difunctionalization of C=C Bonds Mediated by Photoredox Catalysts2012

    • Author(s)
      Yusuke Yasu, Takashi Koike, Munetaka Akita
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 51巻 Issue: 38 Pages: 9567-9571

    • DOI

      10.1002/anie.201205071

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Sunlight-driven Synthesis of gamma-Diketones via Oxidative Coupling of Enamines with Silyl Enol Ethers Catalyzed by [Ru(bpy)3]2+2012

    • Author(s)
      Yusuke Yasu, Takashi Koike, Munetaka Akita
    • Journal Title

      Chemical Communication

      Volume: 48巻 Issue: 43 Pages: 5355-5357

    • DOI

      10.1039/c2cc31748f

    • Related Report
      2012 Final Research Report 2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Photo- and Electro-chromic Organometallics with Dithienylethene (DTE) Linker, L2CpM-DTE-MCpL22011

    • Author(s)
      K.Motoyama, H.Li, T.Koike, M.Akita
    • Journal Title

      Dalton Transactions

      Volume: 40 Issue: 40 Pages: 10643-10657

    • DOI

      10.1039/c1dt10727e

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Making OrganometallicMolecular Wire via Oxidative LigandCoupling2011

    • Author(s)
      Keita Johno, Yuya Tanaka, Takashi Koike,and Munetaka Akita
    • Journal Title

      Dalton Transactions

      Volume: 40巻 Issue: 32 Pages: 8089-8091

    • DOI

      10.1039/c1dt11077b

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] 3,5-Bis(diphenylphosphinoethyl)pyrazola te ligand (PNNPC2) and its dirhodium complexes:comparison with related quadridentate dinucleating diphenylphosphinomethyl (PNNPPy) and phthalazine derivatives (PNNPPh)2011

    • Author(s)
      Akiko Gondoh, Takashi Koike, and Munetaka Akita
    • Journal Title

      Inorganic Chimica Acta

      Volume: 374巻 Issue: 1 Pages: 489-498

    • DOI

      10.1016/j.ica.2011.02.040

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Photo- and Electro-chromic Organometallics with Dithienylethene (DTE) Linker, L2CpM-DTE-MCpL2: Dually Stimuli-Responsive Molecular Switch2011

    • Author(s)
      Keiko Motoyama, Huifang Li, Takashi Koike, Makoto Hatakeyama, Satoshi Yokojima, Shinichiro Nakamura, Munetaka Akita
    • Journal Title

      Dalton Transactions

      Volume: 40 Pages: 10643-10657

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Making Organometallic Molecular Wire via Oxidative Ligand Coupling2011

    • Author(s)
      Keita Johno, Yuya Tanaka, Takashi Koike, Munetaka Akita
    • Journal Title

      Dalton Transactions

      Volume: 40 Pages: 8089-8091

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] 3,5-Bis(diphenylphosphinoethyl)pyrazolate ligand (PNNPC2) and its dirhodium complexes: comparison with related quadridentate dinucleating diphenylphosphinomethyl (PNNPPy) and phthalazine derivatives (PNNPPh)2011

    • Author(s)
      Akiko Gondoh, Takashi Koike, Munetaka Akita
    • Journal Title

      Inorganic Chimica Acta

      Volume: 374 Pages: 489-498

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] フォトレドックス触媒を用いたアルケン類の位置選 択的トリフルオロメチル化反応2013

    • Author(s)
      安 祐輔・小池隆司・穐田宗隆
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学琵琶湖・草津キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒を用いた電子不足ア ルケン類のアルコキシメチル化反応2013

    • Author(s)
      宮澤和己・安 祐輔・小池隆司・穐田宗隆
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学琵琶湖・草津キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒を用いたアルケン類の位置選択的トリフルオロメチル化反応2013

    • Author(s)
      安 祐輔・小池隆司・穐田宗隆
    • Organizer
      日本化学会 第93春季年会
    • Place of Presentation
      立命館大学 琵琶湖・草津キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] フォトレドックス触媒を用いた電子不足アルケン類のアルコキシメチル化反応2013

    • Author(s)
      宮澤和己・安 祐輔・小池隆司・穐田宗隆
    • Organizer
      日本化学会 第93春季年会
    • Place of Presentation
      立命館大学 琵琶湖・草津キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] フォトレドックス触媒によるアルケンのオキシトリ フルオロメチル化2012

    • Author(s)
      安 祐輔・小池隆司・穐田宗隆
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      早稲田大学国際会議場
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒によるアルケン類の高位置選 択的トリフルオロメチル化反応2012

    • Author(s)
      安 祐輔・小池隆司・穐田宗隆
    • Organizer
      第2回CSJ化学フェスタ
    • Place of Presentation
      東京工業大学大岡山キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] 光レドックス触媒を用いた電子不足アルケンのアミノメチル化 反応2012

    • Author(s)
      小池隆司・穐田宗隆
    • Organizer
      第110回触媒討論会
    • Place of Presentation
      九州大学伊都キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒を用いた電子移動反応に基づくラジカル的炭素ー炭素結合形成反応2012

    • Author(s)
      小池隆司・安祐輔・宮澤和己・穐田宗隆
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学吹 田キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒によるアルケンの位置選択的オキシトリフルオロメチル化2012

    • Author(s)
      安 祐輔・小池隆司・穐田宗隆
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学吹田キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒によるエナミンとシリルエノー ルエーテルの酸化的カップリング反応2012

    • Author(s)
      安祐輔・小池隆司・穐田宗隆
    • Organizer
      日本化学会第92春季会
    • Place of Presentation
      慶応大学日吉矢上キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒を用いたαーシリルアミンと α,βー不 飽和カルボニル化合物の光カップリング反 応2012

    • Author(s)
      小池隆司・穐田宗隆
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応大学日吉矢上キャンパス
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒によるアルケンのオキシトリフルオロメチル化2012

    • Author(s)
      安祐輔・小池隆司・穐田宗隆
    • Organizer
      第102回有機合成シンポジウム
    • Place of Presentation
      早稲田大学国際会議場
    • Related Report
      2012 Annual Research Report
  • [Presentation] フォトレドックス触媒によるアルケン類の高位置選択的トリフルオロメチル化反応2012

    • Author(s)
      安 祐輔・小池隆司・穐田宗隆
    • Organizer
      第2回CSJ化学フェスタ
    • Place of Presentation
      東京工業大学 大岡山キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] 光レドックス触媒を用いた電子不足アルケンのアミノメチル化反応2012

    • Author(s)
      小池隆司・穐田宗隆
    • Organizer
      第110回触媒討論会
    • Place of Presentation
      九州大学 伊都キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] フォトレドックス触媒を用いた電子移動反 応に基づくラジカル的炭素ー炭素結合形成反応2012

    • Author(s)
      小池隆司・安祐輔・宮澤和己・穐田宗隆
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学 吹田キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] フォトレドックス触媒によるアルケンの位置選択的オキシトリフルオロメチル化2012

    • Author(s)
      安祐輔・小池隆司・穐田宗隆
    • Organizer
      第59回有機金属化学討論会
    • Place of Presentation
      大阪大学 吹田キャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation] Photocatalytic Synthesis of New Fluorescent 2-Aminofurans from Enamines with Visible Light2011

    • Author(s)
      Yusuke Yasu・Takashi Koike・MunetakaAkita
    • Organizer
      International Symposium on Catalysis and Fine Chemicals2011
    • Place of Presentation
      Nara PrefecturalNew Public Hall
    • Related Report
      2012 Final Research Report
  • [Presentation] フォトレドックス触媒を用いたαーシリルアミンとα、βー不飽和カルボニル化合物の光カップリング反応

    • Author(s)
      小池 隆司、穐田 宗隆
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応大学 日吉キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] フォトレドックス触媒によるエナミンとシリルエノールエーテルの酸化的カップリング反応

    • Author(s)
      安 祐輔、小池 隆司、穐田 宗隆
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応大学 日吉キャンパス
    • Related Report
      2011 Research-status Report
  • [Presentation] Photocatalytic Synthesis of New Fluorescent 2-Aminofurans from Enamines with Visible Light

    • Author(s)
      Yusuke Yasu, Takashi Koike, Munetaka Akita
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2011
    • Place of Presentation
      Nara Prefectual New Public Hall
    • Related Report
      2011 Research-status Report
  • [Book] フォトクロミズムの新展開と光メカニカル機能材料:「フォトクロミックオルガノメタ リックス」2011

    • Author(s)
      小池隆司・穐田宗隆
    • Total Pages
      6
    • Publisher
      シーエムシー出版
    • Related Report
      2012 Final Research Report
  • [Book] フォトクロミズムの新展開と光メカニカル機能材料「フォトクロミックオルガノメタリックス」2011

    • Author(s)
      小池 隆司、穐田 宗隆
    • Total Pages
      6
    • Publisher
      シーエムシー出版
    • Related Report
      2011 Research-status Report
  • [Remarks]

    • URL

      http://advanceseng.com/chemical-engineering/three-component-oxytrifluoromethylation-of-alkenes-highly-efficient-and-regioselective-difunctionalization-of-cc-bonds-mediated-by-photoredox-catalysts/

    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] トリフルオロメチル基含有アミノ化合 物の製造法2013

    • Inventor(s)
      安 祐輔・小池隆司・穐田宗隆
    • Industrial Property Rights Holder
      同上、東京工業大学、東ソー・エフ テック株式会社
    • Industrial Property Number
      2013-029911
    • Filing Date
      2013-02-19
    • Related Report
      2012 Final Research Report
  • [Patent(Industrial Property Rights)] トリフルオロメチル基含有アミノ化合物の製造法2013

    • Inventor(s)
      安祐輔・小池隆司・穐田宗隆
    • Industrial Property Rights Holder
      安祐輔・小池隆司・穐田宗隆
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-029911
    • Filing Date
      2013-02-19
    • Related Report
      2012 Annual Research Report

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

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