Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study
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 cor...
| Autores principales: | , , , |
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| Formato: | Articulo |
| Lenguaje: | Inglés |
| Publicado: |
2013
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| Materias: | |
| Acceso en línea: | http://sedici.unlp.edu.ar/handle/10915/81150 |
| Aporte de: |
| id |
I19-R120-10915-81150 |
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| record_format |
dspace |
| institution |
Universidad Nacional de La Plata |
| institution_str |
I-19 |
| repository_str |
R-120 |
| collection |
SEDICI (UNLP) |
| language |
Inglés |
| topic |
Química β-Ketoamides Keto-Enol Equilibrium |
| spellingShingle |
Química β-Ketoamides Keto-Enol Equilibrium Laurella, Sergio Luis González Sierra, Manuel Furlong, Jorge Javier Pedro Allegretti, Patricia Ercilia Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study |
| topic_facet |
Química β-Ketoamides Keto-Enol Equilibrium |
| description |
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 consider- ing 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. |
| format |
Articulo Articulo |
| author |
Laurella, Sergio Luis González Sierra, Manuel Furlong, Jorge Javier Pedro Allegretti, Patricia Ercilia |
| author_facet |
Laurella, Sergio Luis González Sierra, Manuel Furlong, Jorge Javier Pedro Allegretti, Patricia Ercilia |
| author_sort |
Laurella, Sergio Luis |
| title |
Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study |
| title_short |
Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study |
| title_full |
Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study |
| title_fullStr |
Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study |
| title_full_unstemmed |
Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: A Nuclear Magnetic Resonance Study |
| title_sort |
substituent, temperature and solvent effects on the keto-enol equilibrium in β-ketoamides: a nuclear magnetic resonance study |
| publishDate |
2013 |
| url |
http://sedici.unlp.edu.ar/handle/10915/81150 |
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Repositorios |
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