The Influence of C(sp<sup>3</sup>)H–Selenium Interactions on the <sup>77</sup>Se NMR Quantification of the π‐Accepting Properties of Carbenes
Glen P. Junor, Jan Lorkowski, Cory M. Weinstein, Rodolphe Jazzar, Cezary Pietraszuk, Guy Bertrand
Abstract
Abstract Selenium NMR has become a standard tool for scaling the π‐accepting character of carbenes. Herein, we highlight that non‐classical hydrogen bonding (NCHB), likely resulting from hyperconjugation, can play a significant role in the carbene–selenium 77 Se NMR chemical shift, thus triggering a non‐linear behavior of the Se‐Scale.
Topics & Concepts
SeleniumHyperconjugationCarbeneScalingChemistryCharacter (mathematics)Hydrogen bondComputational chemistryOrganic chemistryMoleculeCatalysisMathematicsGeometryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCyclopropane Reaction MechanismsCoordination Chemistry and Organometallics