A new catalytic system based on a ZnII NHC precursor has been developed for the cross-coupling reaction of alkyl halides with diboron reagents, which represents a novel use of a Group XII catalyst for C-X borylation. This approach gives borylations of unactivated primary, secondary, and tertiary alkyl halides at room temperature to furnish alkyl boronates, with good functional-group compatibility, under mild conditions. Preliminary mechanistic investigations demonstrated that this borylation reaction seems to involve one-electron processes.
Bose, D. S. K., Fucke, D. K., Liu, P. D. L., Steel, P. D. P. G., & Marder, P. D. T. B. (2014). Zinc-Catalyzed Borylation of Primary, Secondary and Tertiary Alkyl Halides with Alkoxy Diboron Reagents at Room Temperature. Angewandte Chemie International Edition, 53, 1799-1803. https://doi.org/10.1002/anie.201308855