扁桃酸及其类似物在全甲基环糊精固定相上的手性拆分  

Gas Chromatographic Enantiomer Separation of Mandelates and Its Analogs on Permethylated Cyclodextrin Chiral Stationary Phases

作　　者：聂孟言[1] 周良模[1] 王清海[1] 朱道乾[1] 

机构地区：[1]中国科学院大连化学物理研究所,大连116012

出　　处：《分析化学》2000年第11期1366-1370,共5页Chinese Journal of Analytical Chemistry

基　　金：国家自然科学基金资助项目(No.29775025)

摘　　要：在全甲基 β 环糊精 (PMBCD)和全甲基γ 环糊精 (PMGCD)手性固定相上 ,考察了扁桃酸酯、α 甲氧基扁桃酸酯、2 羟基 3 苯基丙酸酯和 2 羟基 4 苯基丁酸乙酯的气相色谱手性分离行为。结果表明 ,所有研究的羟基羧酸酯均可以在PMBCD手性固定相上得到很好的手性分离 ,而PMGCD对所研究的对映体没有任何手性拆分能力。结合热力学参数 ,探讨了手性拆分机理。Gas chromatographic enantionmer separation of mandelates and its analogs was investigated on permethylated β cyclodextrin (PMBCD) and permethylated γ cyclodextrin (PMGCD) chiral stationary phases(CSPs). The compounds investigated included methyl and ethyl mandelates, methyl and ethyl α methoxymandelates, methyl and ethyl 3 phenylacetates, ethyl 2 hydroxy 4 phenyl butyrate. All the compounds studied can be chirally separated to baseline on PMBCD CSPs, but no enantiomer separation was observed on PMGCD CSPs for all the tested compounds. Some thermodynamic data were evaluated and used to delve the mechanism of chiral recognition between permethylated cyclodextrins and mandelates and their analogs.

关 键 词：手性分离 环糊精衍生物 α羟基羧酸 焓熵补偿效应 

分 类 号：O623.65[理学—有机化学] O658[理学—化学]