18410-34-9Relevant articles and documents
The γ-silicon effect. II. The substituent effect on the solvolysis of 3-(aryldimethylsilyl)-2,2-dimethylpropyl p-bromobenzenesulfonates
Nakashima, Tohru,Fujiyama, Ryoji,Fujio, Mizue,Tsuno, Yuho
, p. 1043 - 1047 (1999)
Solvolysis rates of 3-(aryldimethylsilyl)-2,2-dimethylpropyl p- bromobenzenesulfonates were determined in 60% (v/v) aqueous ethanol (60E) and 97% (w/w) aqueous 2,2,2-trifluoroethanol (97Tw) at 50°C. The effects of aryl substituents at the silyl atom on these solvolyses were correlated with unexalted σ°parameters, giving the ρ values of -0.87 in 60E and -1.08 in 97Tw. This indicates that there exists a certain extent of positive charge on the γ-silicon atom reflecting the delocalization of incipient carbocationic charge by participation of the Si-Cγ, bond. The size of ρ values can be regarded as the effect of aryl ring on γ-Si via percaudal interaction in the rate-determining step.
The Regiochemistry and Stereochemistry of the Hydroboration of Allylsilanes
Fleming, Ian,Lawrence, Nicholas J.
, p. 3309 - 3326 (2007/10/02)
The hydroboration of a wide range of allylsilanes 3 and 5-21 is found to be generally regioselective for attachment of the boron to C-3 and hydrogen to C-2 of the allyl unit, and to be generally stereoselective in the sense 1, with attachment of the boron
