FEATURES OF THE TAUTOMERISM OF SOME α-SUBSTITUTED PYRIDINES

Authors

  • Дж. А. Кереселидзе I. Dzhavakhishvili State University, Tbilisi
  • Т. Ш. Заркуа I. Dzhavakhishvili State University, Tbilisi

DOI:

https://doi.org/10.1007/385

Keywords:

keto-enol and amino-imino tautomerism, pyrid-2-one, 2-aminopyridine, 2-methylpyridine, quantum-chemical calculations, tautomeric equilibrium constants

Abstract

The AM1 quantum-chemical semi-empirical method was used to calculate the values of the enthalpy of activation (ΔΔH#), the heats of reaction (ΔΔH), and the tautomeric equilibrium constants (KT) for several α-substituted pyridines. It was found that the keto-enol tautomeric conversion in α-pyridone occurs more readily than the amino-imino conversion in 2-aminopyridine but in 2-methylpyridine the tautomeric equilibrium does not exist at all.

Authors: J. A. Kereselidze and T. Sh. Zarkua.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (10), pp 1161-1163

http://link.springer.com/article/10.1023/A%3A1002860430962

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Published

2013-03-11

Issue

No. 10 (2000)

Section

Original Papers