CEQUINOR 05415
CENTRO DE QUIMICA INORGANICA "DR. PEDRO J. AYMONINO"
Unidad Ejecutora - UE
artículos
Título:
Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study
Autor/es:
SERGIO L. LAURELLA, MANUEL GONZÁLEZ SIERRA, JORGE J. P. FURLONG, PATRICIA E. ALLEGRETTI
Revista:
open journal of physical chemistry
Editorial:
Scientific Research
Referencias:
Lugar: Irvine CA; Año: 2013 vol. 3 p. 138 - 149
ISSN:
2162-1977
Resumen:
Substituent, temperature and solvent effects on tautomeric equilibria in several β-ketoamides have been investigated by means of nuclear magnetic resonance spectroscopy (NMR). Keto-enol equilibrium predominates over the amide-imidol one. The relative stability of the individual tautomers and the corresponding equilibrium shifts are explained considering electronic and steric effects and tautomer stabilization via internal hydrogen bonds. In solution, these compounds exist mainly as ketoamide and Z-enolamide tautomers, both presenting intramolecular hydrogen bonds.
