Methyl and trifluoromethyl vinyl sulfones: Steric and electronic structure

Abstract

The potential functions of internal rotation around the \(C_{sp^2 } \)-S bond in the compounds H2C= CHSO2CY3 (Y = H or F) were obtained; the stationary points were revealed and identified by solving vibrational problems [MP2(full)/6-31+G(d), B3PW91/6-31+G(d), B3PW91/6-311+G(3df,p)]. The energetically favorable conformations were determined, and the internal rotation barriers and geometric parameters of the molecules were estimated. The wave functions [MP2(full)/6-31+G(d)] were analyzed by the NBO method. The energies, populations, and dipole moments of natural orbitals of bonds and lone electron pairs, the main types of donor-acceptor interactions, the bond orders (Wiberg indices), and the natural charges on atoms were estimated. The steric and electronic structures of vinyl sulfoxides and sulfones are compared.