HYPERCONJUGATIVE STABILIZATION OF SILICENIUM IONS - KINETICS OF HYDRIDE ABSTRACTIONS FROM BETA-ELEMENT SUBSTITUTED SILANES

Citation
N. Basso et al., HYPERCONJUGATIVE STABILIZATION OF SILICENIUM IONS - KINETICS OF HYDRIDE ABSTRACTIONS FROM BETA-ELEMENT SUBSTITUTED SILANES, Journal of the American Chemical Society, 115(14), 1993, pp. 6025-6028
Citations number
61
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
115
Issue
14
Year of publication
1993
Pages
6025 - 6028
Database
ISI
SICI code
0002-7863(1993)115:14<6025:HSOSI->2.0.ZU;2-X
Abstract
Rates of hydride abstractions from beta-silyl-, beta-germyl-, and beta -stannyl-substituted silanes [HSiMe2(CH2MMe3), M = Si, Ge, Sn] and rel ated compounds by diarylcarbenium ions have been measured. The interme diate silicenium ions, produced in the rate-determining step, are stab ilized by hyperconjugation, but the effects are much smaller than in c omparable carbenium ions.