The Core Difference between a Mesoionic and a Normal <i>N</i>-Heterocyclic Carbene
Christopher Barnett, Marcus L. Cole, Jason B. Harper
Abstract
values). The two NHCs were determined to be sterically equivalent (isostructural), while the triazolin-5-ylidene was found to be a stronger σ-electron donor and a much weaker π-electron acceptor. These results were used to demonstrate that the electronic properties of these NHCs could affect the stereochemical outcome of an NHC-catalyzed reaction.
Topics & Concepts
CarbeneMesoionicSteric effectsElectronic effectChemistryIsostructuralElectron acceptorAcceptorStereochemistryComputational chemistryPhotochemistryCatalysisMedicinal chemistryCrystallographyOrganic chemistryCrystal structurePhysicsQuantum mechanicsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsSynthetic Organic Chemistry Methods