Abstract

The neutral N-heterocyclic carbene stabilized boraalkene 1 conveniently prepared by a BH borenium/hydroboration route, forms stable copper, gold or palladium π-complexes. The polar boraalkene B=C system undergoes regioselective hydroboration reactions with the (C6F5)2BH or C6F5BH2•SMe2 boranes. The latter reaction involves a subsequent rearrangement that leads to internal hydride vs. isothiocyanate substituent exchange at the borane pair.

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