NEW VIEWS ON HYDRAZONE–ENEHYDRAZINE TAUTOMERISM

Abstract

A new proton transfer mechanism is proposed for hydrazone–enehydrazine tautomerism through the cyclic dimer of the phenylhydrazones that take part in the E. Fischer indolization process. The energy, structural, and electronic indices of the proposed dimers were calculated by the AM1 quantum-chemical method. The calculated data were used to derive a new equation for the constant of the hydrazone–enehydrazine tautomeric equilibrium in terms of the orders of the breaking and forming bonds.

Author: J. A. Kereselidze.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (6), pp 666-670

http://link.springer.com/article/10.1007/BF02251623