Bora-alkene s: Metal Coordination and Reactions with BH-boranes

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

Automated summary

The neutral N-heterocyclic carbene stabilized boranotsignalkene 1, prepared by a BH borenium/hydroboration method, can form stable copper, gold, or palladium pi-complexes. The polar boranotsignalkene B=C system undergoes selective hydroboration reactions with (C6F5)(2)BH or C6F5BH2 center dot SMe2 boranes. The latter reaction involves subsequent rearrangement leading to the exchange of internal hydride and isothiocyanate substituents at the borane pair.