Basic concepts of "cation pool" and "cation flow" methods and their applications in conventional and combinatorial organic synthesis

Jun Ichi Yoshida, Seiji Suga

Research output: Contribution to journalArticle

141 Citations (Scopus)

Abstract

Carbocations have been generally considered to be relatively unstable and transient species. But the "cation pool" method enables the easy accumulation of carbocations in conventional reaction media such as dichloromethane. In the "cation pool" method, carbocations are generated by low-temperature electrochemical oxidation and accumulated in a solution. In the next step, the carbocations thus produced are allowed to react with various nucleophiles. Combinatorial parallel synthesis based upon the "cation pool" method has also been developed. The applicability of the "cation pool" method depends upon the stability of the cation that is accumulated. This problem can be overcome by the "cation flow" method. In the "cation flow" method, carbocations are generated in a microflow electrochemical system. Short residence times and efficient temperature control of the microflow system are advantageous. Combinatorial sequential synthesis has been achieved based on the "cation flow" method.

Original languageEnglish
Pages (from-to)2650-2658
Number of pages9
JournalChemistry - A European Journal
Volume8
Issue number12
DOIs
Publication statusPublished - Jun 17 2002
Externally publishedYes

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Keywords

  • Carbocations
  • Combinatorial chemistry
  • Electrochemistry
  • Microreactors
  • Oxidation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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