Selective Synthesis of Secondary Alkylboronates: Markovnikov-Selective Hydroboration of Vinylarenes with Bis(pinacolato)diboron Catalyzed by a Nickel Pincer Complex
Toru Hashimoto, Keisuke Shiota, Yoshitaka Yamaguchi
Abstract
A nickel pincer complex bearing a β-aminoketonato-based O,N,P-tridentate ligand (1a) has been employed for the highly Markovnikov-selective hydroboration of vinylarenes using bis(pinacolato)diboron. This reaction proceeds smoothly under mild reaction conditions and affords the corresponding Markovnikov products in good to high yield.
Topics & Concepts
HydroborationChemistryMarkovnikov's rulePincer movementYield (engineering)CatalysisNickelLigand (biochemistry)Pincer ligandCombinatorial chemistryOrganic chemistryMedicinal chemistryRegioselectivityMetallurgyBiochemistryReceptorMaterials scienceOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsChemical Synthesis and Analysis