The Reaction of XeF2 with Trialkylvinylstannanes: Scope and Some Mechanistic Observations

Article abstract of DOI:10.1016/0040-4020(95)00141-T

The combination of a vinylstannane with xenon difluoride in the presence of silver(I) triflate results in a very rapid process leading to the corresponding vinyl fluoride.The reaction is regio- and stereospecific and does not require stoichiometric Ag(I).No evidence could be obtained of radical intermediates on the reaction pathway leading to the vinyl fluorides.A symmetrical dimer derived from the vinylstannane, which was obtained as a reaction byproduct, was shown to arise from oxidative coupling by the silver salt.The results are consistent with an electrophilic mechanism following an initial interaction of the vinylstannane with Ag(I).