KETO–ENOL TAUTOMERISM IN β-DICARBONYLS STUDIED BY NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY: II. SOLVENT EFFECTS ON PROTON CHEMICAL SHIFTS AND ON EQUILIBRIUM CONSTANTS
Keyword(s):
The effect of various solvents on the proton chemical shifts of a number of acyclic β-di-ketones and β-ketoesters has been observed by nuclear magnetic resonance spectroscopy. These shifts are discussed in terms of the dissociation of intramolecular and intermolecular hydrogen bonds on dilution. A complex of benzene with the enol tautomer of the β-dicarbonyl molecule is proposed. The effect of solvents on the position of the tautomeric equilibrium is discussed.
1966 ◽
Vol 70
(3)
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pp. 939-941
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1964 ◽
Vol 86
(11)
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pp. 2105-2109
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1978 ◽
Vol 11
(8)
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pp. 401-405
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1979 ◽
Vol 44
(11)
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pp. 1765-1768
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1977 ◽
Vol 99
(26)
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pp. 8406-8412
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1973 ◽
Vol 14
(2)
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pp. 135-138
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