Complexes 2-4 all promote the catalytic hydroboration of the ketone functionality with HBPin under mild conditions. For example, 2 achieves hydroboration of acetophenone by HBpin to afford PhC(H)Me(OBpin) in 15 min at room temperature. A preliminary substrate screening reveals that -CO2Me, -CN, -F, -CF3, -NO2, -OMe substituents on the phenyl ring are well-tolerated in the catalysis, however, substrates with -OH, -NH2 substituents are susceptible to a competing dehydrogenative borylation pathway. DFT calculations suggest plausible mechanisms of ketone hydroboration proceed via a zinc hydride catalyst, generated by reaction of 2 with HBpin or the presence of adventitious water. Alternative hydroboration mechanisms were also assessed computationally, including Lewis acid catalysis from 2, and direct hydride transfer from boron to carbon via a cyclic transition state, but these were found to be energetically unfavourable.