Abstract
The enantiomers of the 5,5-dimethyl-1-(o-aryl)barbituric and 2-thiobarbituric acid derivatives have been separated by micropreparative liquid chromatography on the Chiralcel OD-H column. The activation barriers for the conversion of one enantiomer to its counterpart (M⇄P) have been determined upon thermal racemization of the separated enantiomers by following the intensity changes in the HPLC chromatograms with time. The activation barrier of the 1-(o-tolyl)barbituric acid has been determined by temperature-dependent NMR. The racemization mechanisms are discussed with reference to the determined barriers.
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