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Development of a Novel Environmentally Friendly Electrolytic System Using Solid-Supported Bases and Its Application

Research Project

Project/Area Number 19685014
Research Category

Grant-in-Aid for Young Scientists (A)

Allocation TypeSingle-year Grants
Research Field Environmental chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

TAJIMA Toshiki  Tokyo Institute of Technology, グローバルエッジ研究院, テニュア・トラック助教 (50361770)

Project Period (FY) 2007 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥26,390,000 (Direct Cost: ¥20,300,000、Indirect Cost: ¥6,090,000)
Fiscal Year 2009: ¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2008: ¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2007: ¥17,290,000 (Direct Cost: ¥13,300,000、Indirect Cost: ¥3,990,000)
Keywords固体塩基 / 酸塩基反応 / 電解反応システム / 電解アルコキシ化 / 電解アセトキシ化 / 電解トリフルオロアセトキシ化 / 活性点分離 / 炭素-炭素結合形成反応 / コルベ電解 / 電解メトキシ化 / パラレル雷解合成 / 非コルベ反応 / 有機電解合成 / 後続化学反応
Research Abstract

We have successfully developed a novel environmentally friendly electrolytic system based on the acid-base reactions between protic solvents or carboxylic acids as substrates and solid-supported bases. Furthermore, we have successfully applied the electrolytic system using solid-supported bases to a flow cell and parallel electrosynthesis. On the other hand, in the series of studies, we found that solid-supported bases are not oxidized at the anode. On the basis of the finding, we proposed the concept of site isolation in organic electrosynthesis. It can be defined as solid-supported reagents are not subject to electrochemical destruction at electrodes.

Report

(4 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report
  • 2007 Annual Research Report
  • Research Products

    (18 results)

All 2010 2009 2008 2007

All Journal Article (13 results) (of which Peer Reviewed: 13 results) Presentation (5 results)

  • [Journal Article] 活性点分離の概念を利用する有機電解合成2010

    • Author(s)
      田嶋稔樹
    • Journal Title

      Electrochemistry 78

      Pages: 212-215

    • NAID

      10026000105

    • Related Report
      2009 Annual Research Report 2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Anodic Acyloxylation Based on the Acid-Base Reactions between Acetic Acid or Trifluoroacetic Acid and Solid-Supported Bases2009

    • Author(s)
      Toshiki Tajima, Yuichiro Kishi, Atsushi Nakajima
    • Journal Title

      Electrochimica Acta 54

      Pages: 5959-5963

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Electrochemical Investigation of the Behavior of Solid-supported Bases in Aprotic Organic Solvents Using Anodic Oxidation of p-Methoxybenzyl Alcohol as a Model Reaction2009

    • Author(s)
      Toshiki Tajima, Rieko Oba, Atsushi Nakajima
    • Journal Title

      Chemistry Letters 38

      Pages: 164-165

    • NAID

      10025119311

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Parallel Electrosynthesis of N-Acyliminium Ion Equivalents Using Silica Gel-supported Piperidine2009

    • Author(s)
      Toshiki Tajima, Atsushi Nakajima
    • Journal Title

      Chemistry Letters 38

      Pages: 160-161

    • NAID

      10025119273

    • Related Report
      2009 Final Research Report 2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Anodic acyloxylation based on the acid-base reactions between acetic acid or trifluoroacetic acid and solid-supported bases2009

    • Author(s)
      Toshiki Tajima, Yuichiro Kishi, Atsushi Nakajima
    • Journal Title

      Electrochimica Acta 54

      Pages: 5959-5963

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Electrochemical Investigation of the Behavior of Solid-supported Bases in Aprotic Organic Solvents Using Anodic Oxidation ofp-Methoxybenzyl Alcohol as a Model Reaction2009

    • Author(s)
      Toshiki Tajima, Rieko Oba, Atsushi Nakajima
    • Journal Title

      Chemistry Letters 38

      Pages: 164-165

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Deprotonation in anodic methoxylation of fluoroethyl phenyl sulfides using site-isolated heterogeneous bases2008

    • Author(s)
      Toshiki Tajima, Hitoshi Kurihara
    • Journal Title

      Chemical Communications

      Pages: 5167-5169

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] An Environmentally Friendly Electrolytic System Based on the Acid-Base Reaction between Water and Solid-supported Bases2008

    • Author(s)
      Toshiki Tajima, Satomi Ishino, Hitoshi Kurihara
    • Journal Title

      Chemistry Letters 37

      Pages: 1036-1037

    • NAID

      10022019833

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Kolbe Carbon-Carbon Coupling Electrosynthesis Using Solid-Supported Bases2008

    • Author(s)
      Hitoshi Kurihara, Toshio Fuchigami, Toshiki Tajima
    • Journal Title

      The Journal of Organic Chemistry 73

      Pages: 6888-6890

    • Related Report
      2009 Final Research Report 2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] An Environmentally Friendly Electrolytic System Based on the Acid-Base Reaction between Water and Solid-supported Base2008

    • Author(s)
      Toshiki Tajima, Satomi Ishino, Hitoshi Kurihara
    • Journal Title

      Chemistry Letters 37

      Pages: 1036-1037

    • NAID

      10022019833

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Deprotonation in anodic methoxylation of fluorathyl phenyl sulfides using site-isolated heterogeneous base2008

    • Author(s)
      Toshiki Tajima, Hitoshi Kurihara
    • Journal Title

      Chemical Communications

      Pages: 5167-5169

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of an Electrolytic System for Non-Kolbe Electrolysis Based on the Acid-Base Reaction between Carboxylic Acids as a Substrate and Solid-Supported Bases2007

    • Author(s)
      Toshiki Tajima, Hitoshi Kurihara, Toshio Fuchigami
    • Journal Title

      Journal of the American Chemical Society 129

      Pages: 6680-6681

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Development of an Electrolytic System for Non-Kolbe Electrolysis Based on theAcid-Base Reaction between Carboxylic Acids as a Substrate and Solid-SupportedBases2007

    • Author(s)
      Toshiki Tajima, Hitoshi Kurihara, Toshio Fuchigami
    • Journal Title

      Journal of the American Chemical Society 129

      Pages: 6680-6681

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Presentation] 有機電気化学における活性点分離の概念に関する考察2009

    • Author(s)
      田嶋稔樹
    • Organizer
      電気化学会第76回大会
    • Place of Presentation
      京都大学
    • Year and Date
      2009-03-31
    • Related Report
      2009 Final Research Report 2008 Annual Research Report
  • [Presentation] 固体塩基を用いるラクタム類の電解アルコキシ化2009

    • Author(s)
      田嶋稔樹
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学
    • Year and Date
      2009-03-28
    • Related Report
      2009 Final Research Report 2008 Annual Research Report
  • [Presentation] 活性点分離の概念に基づく有機電解合成システムの開発2008

    • Author(s)
      田嶋稔樹
    • Organizer
      電気化学会第75回大会
    • Place of Presentation
      山梨大学
    • Year and Date
      2008-03-31
    • Related Report
      2009 Final Research Report 2007 Annual Research Report
  • [Presentation] 活性点分離の概念に基づく有機電解合成2008

    • Author(s)
      田嶋稔樹
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      立教大学
    • Year and Date
      2008-03-28
    • Related Report
      2009 Final Research Report 2007 Annual Research Report
  • [Presentation] 固体酸・塩基を用いる新規電解反応システムの開発2007

    • Author(s)
      田嶋稔樹
    • Organizer
      第31回有機電子移動化学討論会
    • Place of Presentation
      鳥取大学
    • Year and Date
      2007-06-15
    • Related Report
      2009 Final Research Report 2007 Annual Research Report

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Published: 2007-04-01   Modified: 2016-04-21  

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