Effects of β-cyclodextrin on the keto-enol equilibrium of benzoylacetone and on enol reactivity

E Iglesias, V Ojea-Cao, L García-Rio…

Index: Iglesias, Emilia; Ojea-Cao, Vicente; Garcia-Rio, Luis; Leis, J. Ramon Journal of Organic Chemistry, 1999 , vol. 64, # 11 p. 3954 - 3963

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Citation Number: 22

Abstract

Both β-cyclodextrin and sodium dodecyl sulfate micelles shift the benzoylacetone keto-enol equilibrium to the enol tautomer by preferentially binding the enol form. The UV-vis spectroscopic method was used to quantify the temperature and solvent effects on the keto- enol equilibrium of benzoylacetone in aqueous acid medium. The comparison between the thermodynamic parameters resulting from the binding of the benzoylacetone enol to ...