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

Okayama University

Research output: Contribution to journal › Article

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 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

Fingerprint

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

Cite this

Maruyama, T., Mizuno, Y., Shimizu, I., Suga, S., & Yoshida, J. I. (2007). Reactions of a N-acyliminium ion pool with benzylsilanes. Implication of a radical/cation/radical cation chain mechanism involving oxidative C-Si bond cleavage. Journal of the American Chemical Society, 129(7), 1902-1903. https://doi.org/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. / 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

@article{5d0fcd3319bd4441b9f9b63c21bcf3a4,

title = "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 = "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.",

author = "Tomokazu Maruyama and Yusuke Mizuno and Ikuo Shimizu and Seiji Suga and Yoshida, {Jun Ichi}",

year = "2007",

month = feb

day = "21",

doi = "10.1021/ja068589a",

language = "English",

volume = "129",

pages = "1902--1903",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Reactions of a N-acyliminium ion pool with benzylsilanes. Implication of a radical/cation/radical cation chain mechanism involving oxidative C-Si bond cleavage

AU - Maruyama, Tomokazu

AU - Mizuno, Yusuke

AU - Shimizu, Ikuo

AU - Suga, Seiji

AU - Yoshida, Jun Ichi

PY - 2007/2/21

Y1 - 2007/2/21

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=33847276108&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33847276108&partnerID=8YFLogxK

U2 - 10.1021/ja068589a

DO - 10.1021/ja068589a

M3 - Article

C2 - 17260999

AN - SCOPUS:33847276108

VL - 129

SP - 1902

EP - 1903

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 7

ER -

Access to Document

10.1021/ja068589a