Insight into the organocatalytic arylation of azonaphthalenes with α-chloroaldehydes: the general mechanism and origin of selectivities
Xinghua Wang, Yang Wang, Donghui Wei, Yu Lan
Abstract
A systemical computational study was performed to explore the mechanism and origin of selectivities on the organocatalytic arylation of azonaphthalenes with α-chloroaldehydes. The calculated results reveal that the nucleophilicity of active sites and the hydrogen bonds respectively regulate chemo- and stereoselectivities and, for the first time, N-heterocyclic carbene (NHC) can act as a multiple functional base (MFB) catalyst in one system.
Topics & Concepts
Mechanism (biology)ChemistryCatalysisCombinatorial chemistryComputational chemistryOrganic chemistryPhilosophyEpistemologyN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods