(<i>Z</i>)-Selective Hydroboration of Terminal Alkynes Catalyzed by a PSP–Pincer Rhodium Complex
Yanzong Lyu, Naoyuki Toriumi, Nobuharu Iwasawa
Abstract
A highly ( Z )-selective hydroboration of terminal alkynes was achieved using a thioxanthene-based PSP–pincer rhodium catalyst. This hydroboration exhibited good chemoselectivity toward alkynes over carbonyl compounds such as ketones and aldehydes. The mechanistic studies indicated the involvement of rhodium–vinylidene intermediates, and the high ( Z )-selectivity could be attributed to the rigid and electron-rich nature of the PSP–rhodium catalyst.
Topics & Concepts
HydroborationRhodiumChemoselectivityChemistryPincer movementCatalysisSelectivityOrganic chemistryMedicinal chemistryCombinatorial chemistryOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis