Journal of Organometallic Chemistry p. 305 - 312 (1990)
Update date:2022-09-26
Topics:
Pikies, J.
Wojnowski W.
The kinetics of the imidazole-catalyzed alcoholysis of the isosteric silanethiols i-Bun(i-PrO)3-nSiSH (I) with n = 0-3 in benzene and acetonitrile have been investigated.The alcoholysis of Si-S bond in I is generally first order with respect to both the silanethiol and the catalyst.At low alcohol concentrations the order with respect to alcohol tends to be zero.A mechanism involving an attack of a nucleophilic catalyst on silicon in I in the rate-determining step is proposed.In MeCN solution the reactivities of silanethiols decrease in the sequence i-Bu(i-PrO)2SiSH > i-Bu2(i-PrO)SiSH > (i-PrO)3SiSH > i-Bu3SiSH.The anomeric effect seems to determine the conformations and the reactivities of these silanethiols.
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