Enantioselective C(sp2)–H borylation of diarylmethylsilanes catalyzed by chiral pyridine-dihydroisoquinoline iridium complexes

Enantioselective C(sp2)−H borylations of diarylmethylsilanes were catalyzed using iridium complexes with chiral pyridine-dihydroisoquinoline (PyDHIQ) ligands. High enantioselectivities (up to >99% ee) were observed for various substrates. A gram-scale synthesis was achieved using 1 mol% of the catalyst to afford a 91% yield of the desired chiral borylated organosilane product with >99% ee. [Display omitted] •Pyridine-dihydroisoquinoline is an efficient ligand for the Ir-catalyzed asymmetric C(sp2)−H borylation using a silane directing group in high selectivity (up to >99% ee).•A gram-scale synthesis can be realized with low catalyst and ligand loadings.