The hydrofunctionalization of alkenes is a foundational class of reactions; however, the analogous reactions for B═C bond-containing species have been virtually unexplored. This work unearths a range of B═C hydrofunctionalization reactions with the 9-borataphenanthrene anion, including hydroalkylation, hydroarylation, hydroalkynylation, hydroamination, hydroalkoxylation, and hydration. The unique reactivity represents an addition to the synthetic chemist's toolbox to access functionalized tetracoordinate borates.<p></p>
Funding
Welch Foundation (Grant No. AA-1846), the National Science Foundation for a CAREER Award (Award No. 1753025), and the ARC (FT17010007 and DP200100013).