B-Vinylcarboranes were prepared via the palladium-catalyzed cross-coupling of iodocarboranes with vinylmagnesium bromide. Further transformations of the 9-vinyl-1,2-dicarba-closo-dodecaborane side chain yielded bromination, epoxidation, dihydroxylation, oxidative cleavage, radical sulfur addition, and hydroboration/oxidation products. (C) 2013 Elsevier B. V. All rights reserved.