Journal of Organometallic Chemistry p. 123 - 138 (1984)
Update date:2022-08-18
Topics:
Quintard, Jean-Paul
Dumartin, Gilles
Guerin, Christian
Dubac, Jacques
Laporterie, Andre
The stereochemistry of chlorosilane metallation by stannyl anions of the silacyclopentane series has been studied.Poor stereoselectivity is often observed for this reaction and the expected stannylsilanes are usually contaminated with products of side reactions.Concerning the mechanisms implied in the stannylation reaction, we consider that a reasonable interpretation of the experimental facts is the possibility of two competing processes: nucleophilic SN2 substitution (inversion at Si) and halogen-metal exchange (which implies retention or epimerization at the Si atom).
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