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Preparation and chromatographic evaluation of β-cyclodextrin derivative CSPs bearing substituted phenylcarbamate groups for HPLC.
- Source :
-
Journal of Liquid Chromatography & Related Technologies . 2016, Vol. 39 Issue 14, p647-657. 11p. 5 Diagrams, 5 Charts, 4 Graphs. - Publication Year :
- 2016
-
Abstract
- Five β-cyclodextrin (β-CD) derivatives bearing substituted phenylcarbamate/3-(triethoxysilyl)propylcarbamate groups at the 2-, 3-, and 6-positions of glucose unit and another five derivatives containing benzoate at the 2-position and substituted phenylcarbamate/3-(triethoxysilyl)propylcarbamate groups at the 3- and 6-positions were synthesized using the regioselective esterification method. The obtained β-CD derivatives were efficiently immobilized onto the silica gel through the intermolecular polycondensation of a small amount of the triethoxysilyl groups, which were used as the chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). The chiral separation properties of these CSPs were evaluated under the normal-phase HPLC. The effects of solvent polarity and the side chain structures of β-CD derivatives on the chiral recognition ability of the immobilized CSPs were investigated. Among these β-CD derivative CSPs, 2,3,6-tris(3,5-dichlorophenylcarbamate)-β-CD CSP showed a relatively high chiral recognition ability for the studied racemates. The regioselective esterification at the 2-position of glucose unit in the β-CD decreased the chiral recognition ability at the same conditions. For some racemates, the β-CD derivative CSPs showed chiral recognition abilities comparable or better to some chemical bonded β-CD derivative CSPs and 3,5-dichloro- and 3,5-dimethylphenylcarbamates of cellulose and amylose CSPs. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 10826076
- Volume :
- 39
- Issue :
- 14
- Database :
- Academic Search Index
- Journal :
- Journal of Liquid Chromatography & Related Technologies
- Publication Type :
- Academic Journal
- Accession number :
- 118988485
- Full Text :
- https://doi.org/10.1080/10826076.2016.1227993