76912-39-5Relevant academic research and scientific papers
TAUTOMERISM AND STEREODYNAMICS OF ACYCLIC β-TRIKETONES
Romas', A. D.,Petrov, Al. An.,Esakov, S. M.,Ershov, B. A.
, p. 2073 - 2077 (2007/10/02)
The tautomeric composition and thermodynamic parameters of the keto-enol equilibrium in a series of ring-substituted 2-acetyldibenzoyl methanes p-XC6H4COCH(CH3CO)COC6H5 in hexachlorobutadiene and nitrobenzene were investigated by PMR spectroscopy.The enolization of these compounds leads to the formation of two cis-enolic forms with approximately the same content and is characterized by similar values for the enthalpy and entropy.The mutual transformations of the cis-enolic forms have relatively high values (on the NMR time scale) for the free energy of activation, and electron-withdrawing substituent increase the rate of the process.The obtained data indicate possible predominance of the thermal mechanism of isomerization.
