Inverse kinetic isotope effect in singlet-to-triplet intersystem crossing contributes to greater robustness of deuterated organocatalyst

Abstract

Abstract Precisely defined deuterium labeling of simplified Maruoka Catalyst® markedly increases its robustness under basic conditions, but the reason for this has remained unclear. Based on multicomponent density functional theory (MC_DFT) calculations, we find that an inverse kinetic isotope effect in singlet-to-triplet intersystem crossing contributes to the greater robustness of the deuterated catalyst.