Ab initio calculations of field substituent parameters and evaluation of substituent parameters through substituent effects on stability of ketenimines, isocyanides, and nitriles

Abstract

Field substituent parameters of 26 substituents were calculated by ab initio calculations at the level of CBS-4M. The field substituent parameters, along with resonance substituent parameter σ_R, group electronegativity ι, and polarizability parameter σ_α, correlate well with stabilization energies (SE) of ketenimines, isocyanides, and nitriles, providing useful information about substituent electronic effects on the stability of ketenimines, isocyanides, and nitriles.