Determination of gas-phase nucleophilicities and electrophilicities using B⋯HX bond critical point properties of AIM analysis

Abstract

The values of nucleophilicity and electrophilicity have been established in gas phase for some nucleophiles (B = CH 3CN, CO, H 2O, H 2S, HCN, N 2, NH 3, PH 3) and electrophiles (HX = HF, HCl, HBr, HCN HCF 3) from properties of bond critical points of atoms in molecules (AIM) analysis. On the basis of the meaningful relationship, the recent method has been applied to electron density ( ρ), Laplacian of electron density ( ∇ ρ 2 ) , and electronic kinetic energy density ( G), of B⋯HX bond critical point. AIM analysis has been performed on the obtained wave functions at MP2/6-311++G(d,p) level of theory. The correlation between averaged calculated values of nucleophilicity (or electrophilicity), using different properties of B⋯HX bond critical points, and complexation energies (Δ E comp) is satisfactory. The best correlation coefficient between nucleophilicity and Δ E comp is related to ρ values of bond critical points. But, the best correlation coefficient between electrophilicity and Δ E comp is allied to ∇ ρ 2 and G values of bond critical points.