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纤维素-[2,3-(4-取代苯基)-6-(3,5-二氯苯基)]氨基甲酸酯的合成及作为HPLC手性固定相的手性识别 被引量:5

Synthesis of Cellulose Carbamate Derivatives Bearing Phenyl or 4-Methylpheny or 4-Chlorophenyl Groups at 2-and 3-Positions and 3,5-Dichlorophenyl Group at 6-Position and Their Chiral Recognition as Chiral Packing Materials for High Performance Liquid Chrom
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摘要 合成了3种新的纤维素苯基氨基甲酸酯类衍生物:纤维素-[2,3-二苯基-6-(3,5-二氯苯基)]氨基甲酸酯、纤维素-[2,3-二(4-甲基苯基)-6-(3,5-二氯苯基)]氨基甲酸酯及[2,3-二(4-氯苯基)-6-(3,5-二氯苯基)]氨基甲酸酯,并将其涂敷在氨丙基硅胶表面制备HPLC手性固定相。利用1H NMR与FT-IR光谱技术对所获得衍生物进行结构表征和分析;色谱柱规格为25 cm×0.20 cm i.d,以正己烷/异丙醇(9∶1,V/V)为流动相,流速0.1 mL/min,在254 nm检测,考察其对于10种手性化合物的手性识别能力。结果表明,3种纤维素衍生物对于某些对映体显示出优秀的手性拆分能力,糖单元2-,3-及6-位上不同性能取代基团对于纤维素氨基甲酸酯类手性固定相的手性识别能力均具有较大影响。 Three new cellulose phenylcarbamate derivatives,[6-(3,5-dichlorophenyl)-2,3-bisphenyl]carbamate(CSP-1),[6-(3,5-dichlorophenyl)-2,3-bis(4-methylphenyl)]carbamate(CSP-2) and [6-(3,5-dichlorophenyl)-2,3-bis(4-chlorophenyl)]carbamate(CSP-3) were synthesized and used as the chiral stationary phase for high performance liquid chromatography after coating on aminopropyl silica gel.The structures of the obtained derivatives were characterized by 1H NMR and IR spectroscopy.Ten racemates were used to evaluate their chiral recognition ability,which were separated by column(25 cm×0.20 cm) and measured at UV wavelength of 254 nm with a mobile phase(flow rate 0.1 mL/min) consisting of hexane/2-propanol(9∶1,V/V).Some racemates were resolved well on three new derivatives,and their chiral recognition was influenced by the substitues introduced at 2-,3-and 6-site.
出处 《分析化学》 SCIE EI CAS CSCD 北大核心 2011年第4期461-465,共5页 Chinese Journal of Analytical Chemistry
基金 中央高校基本科研业务费专项资金(No.HEUCFT1009)资助项目
关键词 手性固定相(CSPs) 纤维素 手性识别 苯基氨基甲酸酯 Chiral stationary phases Cellulose Chiral recognition Phenylcarbamate
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