Halogen-Bond-Promoted Direct Cross-Coupling of Trifluoromethylated Alkyl Bromides with Coumarins/Quinolinones: Unraveling Trifluoromethyl Effects
Peng Guo, Guoliang Pu, Gai-Rong Wang, Lin‐Yuan Zeng, Weipiao Li, Xuefei Li, Panpan Zhou, Chun‐Yang He
Abstract
This study introduces a novel approach involving XB-mediated cross-coupling of α-trifluoromethylated alkyl bromides with coumarins and quinolinones under visible light irradiation. Both density functional theory (DFT) calculations and experimental studies converge to suggest that the noncovalent interaction between alkyl bromides and DMAP, intensified by the α-trifluoromethyl group, plays a pivotal role in facilitating this chemoselective reaction.
Topics & Concepts
ChemistryTrifluoromethylAlkylHalogenComputational chemistryNon-covalent interactionsCoupling reactionHalogen bondCombinatorial chemistryPhotochemistryMedicinal chemistryOrganic chemistryMoleculeCatalysisHydrogen bondFluorine in Organic ChemistryRadical Photochemical ReactionsInorganic Fluorides and Related Compounds