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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.

T. Maruyama, Yusuke Mizuno, I. Shimizu, S. Suga, J. Yoshida
Published 2007 · Chemistry, Medicine

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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.



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