Generation of carbon free radicals by reduction of the cation pool

Seiji Suga, Shinkiti Suzuki, Tomokazu Maruyama, Jun Ichi Yoshida

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

The electrochemical reduction of N-acyliminium ions, which were generated by the "cation pool" method, led to the formation of carbon free radicals. Carbon radicals thus generated underwent homo-coupling reactions and the reactions with activated olefins, such as methyl acrylate. In the latter case, a mechanism involving the addition of a carbon radical to the carbon-carbon double bond, followed by one-electron reduction to give carbanions, has been proposed. The present study opens a new possibility for radical-mediated carbon-carbon bond formation based on the reduction of carbocations.

Original languageEnglish
Pages (from-to)1545-1554
Number of pages10
JournalBulletin of the Chemical Society of Japan
Volume77
Issue number8
DOIs
Publication statusPublished - Aug 1 2004
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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