Quantum chemical study of the tautomerism of 2-acetylcyclopentane-1,3-dione

Autor:	V. Z. Kurbako, Vitaly G. Avakyan, V. V. Gromak
Rok vydání:	1989
Předmět:	Hydrogen Hydrogen bond Low-barrier hydrogen bond chemistry.chemical_element General Chemistry Nuclear magnetic resonance spectroscopy Tautomer Enol chemistry.chemical_compound Crystallography chemistry Linear combination of atomic orbitals Computational chemistry Intramolecular force
Zdroj:	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 38:2188-2191
ISSN:	1573-9171 0568-5230
DOI:	10.1007/bf00962145
Popis:	An AM-1 LCAO MO calculation showed than the isomer with an enolized C=O bond in the sidechain stabilized by intramolecular hydrogen bonding is the thermodynamically most favorable among the three tautomers of 2-acetylcyclopentane-1,3-dione. The energy of the intramolecular hydrogen bond is about 8 kcal/mole.13C NMR spectroscopy was used to show that 2-acetylcyclopentane-1,3-dione exists in the exocyclic enol form.
Databáze:	OpenAIRE
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