Reactions of a N-acyliminium ion pool with benzylsilanes. Implication of a radical/cation/radical cation chain mechanism involving oxidative C-Si bond cleavage

Tomokazu Maruyama, Yusuke Mizuno, Ikuo Shimizu, Seiji Suga, Jun Ichi Yoshida

Research output: Contribution to journalArticle

67 Citations (Scopus)

Abstract

The reaction of a N-acyliminium ion pool with benzylsilane proceeds by a chain mechanism involving oxidative C-Si bond cleavage. A radical/cation/radical cation crossover mechanism involving single electron transfer has been proposed. The effective binary system consisting of a stoichiometric amount of a benzylsilane and a catalytic amount of a more easily oxidized benzylstannane has been developed.

Original languageEnglish
Pages (from-to)1902-1903
Number of pages2
JournalJournal of the American Chemical Society
Volume129
Issue number7
DOIs
Publication statusPublished - Feb 21 2007

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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