Secondary-sphere preorganization enables nickel-catalyzed nitrile hydroboration
Medina Afandiyeva, Xijue Wu, William W. Brennessel, Abhishek A. Kadam, C. Rose Kennedy
Abstract
Herein, we describe nickel-catalyzed nitrile hydroboration with pinacolborane, wherein a tethered NHC-pyridonate ligand enables efficient catalysis (5 mol% [Ni], ≤6 h reaction time) at room temperature. Mechanistic studies, including isolation of the catalytically relevant intermediates, shed light on the cooperative role of the ligand in activating both reagents simultaneously.
Topics & Concepts
HydroborationNitrileChemistryCatalysisNickelReagentLigand (biochemistry)Combinatorial chemistryOrganic chemistryBiochemistryReceptorOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsBoron Compounds in Chemistry