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
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.