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2001 Fiscal Year Final Research Report Summary

Development of Practical Electron Transfer Driven Reactions for Organic Synthesis

Research Project

Project/Area Number 11555242
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Synthetic chemistry
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

YOSHIDA Jun-ichi  Graduate School of Engineering, Kyoto University, Professor, 工学研究科, 教授 (30127170)

Co-Investigator(Kenkyū-buntansha) SUGA Seiji  Graduate School of Engineering, Kyoto University, Professor, 工学研究科, 講師 (50291430)
Project Period (FY) 1999 – 2001
KeywordsElectron Transfer / Cation Pool Method / Cation Flow Method / Combinetorial Synthesis
Research Abstract

We aimed to develop a practical electron transfer driven reaction for organic synthesis, and a "cation flow"method has been developed on the basis of the "cation pool" method. In the "cation flow" method, carbocations generated using a low temperature electrochemical microflow reactor were immediately trapped with carbon nucleophies. Downsizing of a electrochemical flow reactor enables efficient temperature control and shortening ofa residence time, and thus an application of this system to less stable carbocation could be possible. We have also developed a direct analysis system of the flow of the carbocations using FITR spectrometer. More outstanding feature of the "cation flow" system is that continuous sequential combinatorial synthesis can be accomplished by simple flow switching. Although parallel syntheses enjoy versatile applications in combinatorial chemistry, the present continuous sequential method opens a new intriguing aspect of combinatorial synthesis.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] Jun-ichi Yoshida: "Basic Concepts of "Cation Pool" and "Cation Flow" Methods and Their Applications in Conventional and Combinatorial Organic Synthesis"Chemistry a European Journal. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jun-ichi Yoshida: "Reduction of a "Cation Pool". A New Approach to Radical Mediated C-C Bond Formation"Journal of the American Chemical Society. 124. 30-31 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jun-ichi Yoshida: ""Cation Flow" Method. A New Approach to Conventional and Combinatorial Organic Syntheses Using Electrochemical Microflow Systems"Journal of the American Chemical Society. 123. 7941-7942 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jun-ichi Yoshida: "Reaction of electrogenerated "Iminium Cation Pool" with organometallic Reagents. Direct Oxidative α-Alkylation and -Arylation of Amine Derivatives"Tetrahedron Letters. 42. 2173-2176 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 吉田 潤一: "カチオンプール法 -不安定なカルボカチオンを蓄え、そして反応させる-"現代化学. 7月号. 36 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 吉田 潤一: "電子移動場での有機反応"「有機合成化学の新潮流」季刊化学総説. 47. 138-148 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jun-ichi Yoshida: "Basic Concepts of "Cation Pool" and "Cation Flow" Methods and Their Applications in Conventional and Combinatorial Organic Synthesis"Chemistry a European Journal. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Jun-ichi Yoshida: "Reduction of a "Cation Pool". A New Approach to Radical Mediated C-C Bond Formation"Journal of the American Chemical Society. 124. 30-31 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Jun-ichi Yoshida: ""Cation Flow" Method. A New Approach to Conventional and Combinator ial Organic Syntheses Using Electrochemical Microflow Systems"Journal of the American Chemical Society. 123. 7941-7942 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Jun-ichi Yoshida: "Reaction of Electrogenerated "Irainium Cation Pool" with Organometal lie Reagents. Direct Oxidative a-Alkylation and -Arylation of Araine Derivatives"Tetrahedron Letters. 42. 2173-2176 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Jun-ichi Yoshida: "Cation Pool Method. Accumulation and Reactions of Reactive Carbocation Intermediate"Gendaikagaku. 7. 36 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Jun-ichi Yoshida: "Electron Transfer Driven Organic Reactions""New Trends in Synthetic Organic Chemistry" Kikankagakusousetsu. 47. 138-148 (2000)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2003-09-17  

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