103231-52-3Relevant academic research and scientific papers
TAUTOMERISM AND STEREODYNAMICS OF ACYCLIC β-DIKETO ESTERS
Romas', A. D.,Esakov, S. M.,Petrov, Al. An.,Ershov, B. A.
, p. 2068 - 2072 (2007/10/02)
The tautomeric transformations and stereodynamics of a series of ring-substituted acyclic β-diketo esters p-XC6H4COCH(CH3CO)CO2CH3 in hexachlorobutadiene and nitrobenzene were investigated by proton and carbon magnetic resonance spectroscopy.The enolization of the compounds is accompanied by the formation of two cis-enol forms (of three theoretically possible forms) with nonchelated benzene or methoxycarbonyl groups respectively.The form with the nonchelated methoxycarbonyl groups predominates in the equilibrium on account of the smaller loss of entropy during its formation compared with the enol containing the nonchelated benzoyl group.The kinetic characteristics of the mutual transformations of the enolic forms in hexachlorobutadiene and nitrobenzene respectively were determined by integration and dynamic nuclear magnetic resonance.
