Chiral Discrimination in the Liquid Phase: Excess Volumes of Binary Mixtures of Amino Acid Derivatives

Article abstract of DOI:10.1021/j100078a031

Volume changes on mixing the enantiomers of N-trifluoroacetylamino acid methyl esters (N-TFA-amino acid-OMe) were determined at 25 deg C by means of a high-precision vibrating-tube densimeter.The excess molar volume (V^E) for the racemic mixtures of N-TFA-Ala-OMe 1, N-TFA-Val-OMe 2, and N-TFA-Leu-OMe 3, were found as V^E = 0.0098, -0.0458, and 0.035 cm³ mol^-1, respectively.For 2 and 3, these volumetric effects of discriminating interactions between enantiomers in the liquid phase are the largest ever observed.