Vinyl tributyltin


Vinyl tributyltin is an organotin compound with the formula Bu3SnCH=CH2. It is used as a source of vinyl anion equivalent in Stille coupling reactions. As a source of vinyltin reagents, early work used vinyl trimethyltin, but trimethyltin compounds are avoided nowadays owing to their toxicity.

Preparation

The compound is prepared by the reaction of vinylmagnesium bromide with tributyltin chloride. It can be synthesized in the laboratory by hydrostannylation of acetylene with tributyltin hydride. It is commercially available.