Highly chemoselective ligands for Suzuki–Miyaura cross-coupling reaction based on virtual ligand-assisted screening
Wataru Matsuoka, Yu Harabuchi, Yuuya Nagata, Satoshi Maeda
Abstract
-chlorophenyl triflate were determined through quantum chemical calculations using virtual ligands, and several phosphine ligands were suggested to exhibit high chemoselectivity. Based on this suggestion, we successfully found that tri(1-adamantyl)phosphine and tri(neopentyl)phosphine show high to excellent selectivity for the C-Cl bond activation. This case study suggests that the VLA screening strategy could be a useful tool for ligand screening.
Topics & Concepts
ChemoselectivityLigand (biochemistry)PhosphineSteric effectsCombinatorial chemistryChemistryTrifluoromethanesulfonateVirtual screeningCatalysisComputational chemistryStereochemistryOrganic chemistryMolecular dynamicsReceptorBiochemistryCatalytic Cross-Coupling ReactionsRadical Photochemical ReactionsMachine Learning in Materials Science