Quantum chemical study of the electronic structure and reactivity of complexes of 4-oxo-4-(2-thienyl)- and 4-(5-methyl-2-thienyl)-4-oxobutyryl chlorides with aluminum chloride

Abstract

The geometry and electronic structures of complexes of 4-oxo-4-(2-thienyl)- and 4-oxo-4-(5-methyl-2-thienyl)butyryl chlorides with aluminum chloride, as well as the corresponding carbocations, were studied in terms of the density functional theory (DFT) using the B3LIP/6-311+G(2d,p) method and the semiempirical PM6 method. An analysis of the relative energies of the complexes and cations made it possible to interpret side reactions accompanying the acylation of thiophenes with succinyl dichloride.