Retention and chiral recognition mechanism of organo-phosphorus compounds in high-performance liquid chromatography

Citation
Jm. Huang et al., Retention and chiral recognition mechanism of organo-phosphorus compounds in high-performance liquid chromatography, SCI CHINA B, 44(2), 2001, pp. 147-153
Citations number
25
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry
Journal title
SCIENCE IN CHINA SERIES B-CHEMISTRY
ISSN journal
1001-652X → ACNP
Volume
44
Issue
2
Year of publication
2001
Pages
147 - 153
Database
ISI
SICI code
1001-652X(200104)44:2<147:RACRMO>2.0.ZU;2-N
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 quantit ative structure-enantioselectivity retention relationships (QSERRs) has bee n investigated from the quantitative equations established between the chro matographic retention of enantiomers and their molecular descriptors of phy sicochemical properties. The results show that on the Pirkle-type chiral st ationary 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) pi-pi interaction. Meanwhile, the chi ral recognition is formed from the contribution of logP and LUMO.