Abstract
In normal phase condition, a series of chiral phosphorus organic compounds have been separated by high-performance liquid chromatography. In order to study the retention and chiral recognition mechanism, the method of quantitative structure-enantioselectivity retention relationships (QSERRs) has been investigated from the quantitative equations established between the chromatographic retention of enantiomers and their molecular descriptors of physicochemical properties. The results show that on the Pirkle-type chiral stationary phase (CSP) of Sumichiral OA4700, it is the parameter of LUMO that gives the most contribution to the chromatographic retention of O-ethyl O-(substituted) phenyl N-isopropyl phosphoroamidothioates resulting from the interaction of hydrogen bond and (or) π-π interaction. Meanwhile, the chiral recognition is formed from the contribution of logP and LUMO.
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Huang, J., Chen, H., Gao, R. et al. Retention and chiral recognition mechanism of organo-phosphorus compounds in high-performance liquid chromatography. Sc. China Ser. B-Chem. 44, 147–153 (2001). https://doi.org/10.1007/BF02879532
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DOI: https://doi.org/10.1007/BF02879532