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Enantioseparation of 15 organic phosphonate esters on the cellulose tris(3,5-dimethylphenyl carbamate) chiral stationary phase by HPLC |
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| Authors: | Du Wei Yang Guosheng Wang Xinqiang Yuan Shiling Zhou Lan Xu Dong Liu Chengpu |
| Affiliation: | a School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China b State Key Laboratory of Crystal Materials and Institute of Crystal Materials, Shandong University, Jinan 250100, China c Institute of Veterinary Drug Control, Shandong Province, Jinan 250022, China |
| Abstract: | A series of 15 organic phosphonate esters enatiomers containing a carbon atom as a chiral center have been separated on the cellulose tris(3,5-dimethylphenyl carbamate) chiral stationary phase (CSP) in the normal phase by high performance liquid chromatography (HPLC). Both the capacity factor (k) and separation factor () of all solutes are presented. The influence of the substitutional group on the benzene ring attached to the chiral carbon atom and the steric hindrance of alkoxyl of the phosphonate ester on the chiral separation are discussed. Based on and different structure parameters, good agreement between the predicted values and the experimental ones is obtained. The most characteristic parameter influencing the chromatographic separation is chosen from many structure parameters by linear regression method of QSAR software. The probable mechanism of the chiral recognition is proposed. |
| Keywords: | Enantioseparation Organic phosphonate esters Chiral OD QSAR |
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