AM1 study of ground state intramolecular proton transfer reaction in 2-(2′-hydroxy-5′-methylphenyl)benzotriazole and 2-(2′-hydroxyphenyl)benzotriazole

Abstract

The activation parameters for ground state intramolecular proton transfer reactions of 2-(2′-hydroxy-5′-methylphenyl)benzotriazole (TIN) and 2-(2′-hydroxyphenyl)benzotriazole (HPB) are calculated by means of the AM1 method. It is shown that the rate constants of these reactions calculated by the Eiring equation suffer a small variation when the entropy term is taken into account. The AM1 calculated structural parameters for the enol tautomer of TIN are compared with the available X-ray experimental data.