Ma. Tius et Jk. Kawakami, THE REACTION OF XEF2 WITH TRIALKYLVINYLSTANNANES - SCOPE AND SOME MECHANISTIC OBSERVATIONS, Tetrahedron, 51(14), 1995, pp. 3997-4010
The combination of a vinylstannane with xenon difluoride in the presen
ce of silver(I) triflate results in a very rapid process leading to th
e corresponding vinyl fluoride. The reaction is regio- and stereospeci
fic and does not require stoichiometric Ag(I). No evidence could be ob
tained 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 ox
idative coupling by the silver salt. The results are consistent with a
n electrophilic mechanism following an initial interaction of the viny
lstannane with Ag(I).