Theoretical analysis on the hydrogen bonding and reactivity that associated with the proton transfer reaction of carboxylic acid dimers and their monosulfur derivatives

摘要

Carboxylic acid dimers and their monosulfur derivatives are investigated by density functional theory calculations. Basis set superposition error (BSSE) counterpoise correction is included to compare the influence of BSSE on the interaction energies as well as on the geometries. The nature of hydrogen bond is determined on the basis of atoms in molecules (AIM) and natural bond orbital (NBO) analyses. Good correlations have been established between H-bond length versus AIM topological parameter, orbital interaction, and barrier height for proton transfer. The reactivity behavior along the reaction path of the double proton transfer reaction has also been studied.