期刊
JOURNAL OF CHROMATOGRAPHY A
卷 1406, 期 -, 页码 342-346出版社
ELSEVIER
DOI: 10.1016/j.chroma.2015.06.051
关键词
Cyclodextrin; Chiral stationary phase; Click chemistry; Enantioselectivity
资金
- National Natural Science Foundation of China [21305066]
- Program for New Century Excellent Talents in University [NCET-12-0633]
- Doctoral Fund of Ministry of Education of China [20103219120008]
- Jiangsu Province Natural Science Fund [BK20130032]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
In this work, two cyclodextrin (CD) chiral stationary phases (CSPs) have been developed by clicking per-4-chloro-3-methylphenylcarbamoylated mono-6(A)-azido-beta-CD (CSP1) and per-5-chloro-2-methylphenylcarbamoylated mono-6(A)-azido-beta-CD (CSP2) onto alkynylated silica support. The enantioslectivies of the as-obtained new CSPs have been evaluated using 29 model racemates including aromatic alcohols, flavonoids, beta-blocker and FMOC-amino acids in both reversed-phase (RP) and normal-phase (NP) high performance liquid chromatography (HPLC). The CD functionalities tuned enantioselectivities were elucidated in different HPLC elution modes. Higher chiral resolutions were achieved in RP-elution mode with the aid of the inclusion complexation in comparison to NP-elution mode. The pi-pi stacking interaction and dipole-dipole interaction provided by phenylcarbamate moieties can also contribute to the enantioseparation. (C) 2015 Elsevier B.V. All rights reserved.
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