The effect of halide ions in the alkylation of lead and tin
Review articleOpen access
Abstract:

AbstractThe effect of various nucleophilic species, both neutral and charged, on the alkylation reaction of Pb and Sn by Grignard compounds has been studied. The following activation series has been observed: carbitols ⋍ I− > tetrahydrofuran, tetrahydrothiophene > Et2O⋍Et3N⋍Br−The activation appears to be associated with the increasing stabilization of the Grignard reagent, and hence with the increasing nucleophilicity of the alkyl group.

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