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

doi:10.1021/ja068589a

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 journal › Article › peer-review

73 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 language	English
Pages (from-to)	1902-1903
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	129
Issue number	7
DOIs	https://doi.org/10.1021/ja068589a
Publication status	Published - Feb 21 2007
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja068589a

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Reactions of a N-acyliminium ion pool with benzylsilanes. Implication of a radical/cation/radical cation chain mechanism involving oxidative C-Si bond cleavage. / Maruyama, Tomokazu; Mizuno, Yusuke; Shimizu, Ikuo; Suga, Seiji; Yoshida, Jun Ichi.

In: Journal of the American Chemical Society, Vol. 129, No. 7, 21.02.2007, p. 1902-1903.

Research output: Contribution to journal › Article › peer-review

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

Abstract

ASJC Scopus subject areas

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