Colasurdo, Diego D. and Allegretti, Patricia E. and Laurella, Sergio L. (2020) Substituent, Temperature and Solvent Effects on the Keto-Enol Equilibrium in β-Ketoamides: An NMR and Theoretical Study. In: Current Research and Development in Chemistry Vol. 4. B P International, pp. 24-38. ISBN 978-93-90206-42-1
Full text not available from this repository.Abstract
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
tautomerism is observed and amide-imidol equilibrium is not detectable in this series of β-ketoamides.
In solution, these compounds exist mainly as ketoamide and Z-enolamide tautomers, both forming
intramolecular hydrogen bonds. 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. These assumptions are supported by theoretical
calculations.
| Item Type: | Book Section |
|---|---|
| Subjects: | STM Open Academic > Chemical Science |
| Depositing User: | Unnamed user with email admin@eprint.stmopenacademic.com |
| Date Deposited: | 15 Nov 2023 07:34 |
| Last Modified: | 15 Nov 2023 07:34 |
| URI: | http://publish.sub7journal.com/id/eprint/1567 |
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