Oxidation, Coordination, and Nickel-Mediated Deconstruction of a Highly Electron-Rich Diboron Analogue of 1,3,5-Hexatriene.

The reductive coupling of an N-heterocyclic carbene (NHC) stabilized (dibromo)vinylborane yields a 1,2-divinyldiborene, which, although isoelectronic to a 1,3,5-triene, displays no extended π conjugation because of twisting of the C2 B2 C2 chain. While this divinyldiborene coordinates to copper(I) and platinum(0) in an η2 -B2 and η4 -C2 B2 fashion, respectively, it undergoes a complex rearrangement to an η4 -1,3-diborete upon complexation with nickel(0).