6种手性化合物在键合型直链淀粉苯基氨基甲酸酯类手性固定相上的拆分比较

Comparative Study of Chiral Separation of Six Enantiomers on the Chemically Bonded Amylose Phenylcarbamate-based Chiral Stationary Phase

自制了3种键合型直链淀粉苯基氨基甲酸酯类(苯基氨基甲酸酯IAT、3-氯苯基氨基甲酸酯IAC、3,5-二甲基苯基氨基甲酸酯IAD)手性固定相,比较了3种固定相对6种手性化合物的手性识别能力,同时也将商品柱Chiralcel OD-H、Chiralcel AD-H对6种手性化合物的拆分结果进行了比较。实验结果表明:所合成的键合型手性固定相对样品托儿格碱、2-羟基-3-(2-萘氧基)丙基-2',3'-二甲基苯基硒醚和戊唑醇表现出更好的手性识别能力,并且直链淀粉衍生物苯环上引入吸电子基团或给电子基团对固定相手性识别能力均有明显的影响。

Amylose phenylcarbamate,3-chlorophenylcarbamate or 3,5-dimethylphenylcarbamate was regio selectively bonded to aminopropyl silica gel with hexamethylene diisocyanate as a spacer to form three bonded amylose phenylcarbamate-based chiral stationary phases（ IAT,IAC,IAD）,respectively. Comparison and chiral separation of six enantiomers on the CSPs has been described. The results show that chiral compoundswere better separated on the CSPs,compared with chiralcel OD-H and chiralcel AD-H. Electron withdrawing group or electron donating group on phenyl ring of amylose derivative had a significant effect on the chiral recognition ability of amylose derivative CSP.