Preparation of HPLC chiral packing materials using cellulose tris(4-methylbenzoate) for the separation of chrysanthemate isomers
Preparation of HPLC chiral packing materials using cellulose tris(4-methylbenzoate) for the separation of chrysanthemate isomers
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DOI：
10.1002/pola.21620
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发表时间：
2006-09-01
影响因子：
--
通讯作者：
Aratani, Tadatoshi
中科院分区：
文献类型：
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作者：
Yamamoto, Chiyo;Yamada, Kenji;Aratani, Tadatoshi
以纤维素和直链淀粉的苯氨基甲酸酯和苯甲酸酯为手性固定相，研究了高效液相色谱分离菊酸(1)异构体，特别是(1R)-反式菊酯。将溶解在含有苯甲酸甲酯或苯乙酮的溶剂中的纤维素三(4-甲基苯甲酸酯)(2a)包覆在硅胶上，制备了对菊花酸乙酯(1a)具有较高手性识别能力的手性填充材料。La的分离系数主要取决于CPM 2a的制备条件，如2a的包覆量和添加剂的种类和用量。当CPM在高温下加热时，印迹添加剂产生的手性识别能力丧失，通过在填充柱中与添加剂接触而恢复。在这些处理过程中，2a的结构变化没有被光谱方法清楚地检测到。(C)2006年威利期刊公司。
We investigated the separation of chrysanthemate isomers (1), particularly the (1R)-trans form, by high-performance liquid chromatography (HPLC) using polysaccharide derivatives, such as the phenylcarbamates and benzoates of cellulose and amylose, as the chiral stationary phases (CSPs). The chiral packing materials (CPMs) having a high chiral recognition for the chrysanthemic acid ethyl ester (1a) were prepared by coating cellulose tris(4-methylbenzoate) (2a) dissolved in solvents containing methyl benzoate or acetophenone as an additive on silica gel. The separation factor for la significantly depended on the preparation conditions of CPM 2a, such as the coating amount of 2a and the type and amount of additives. The chiral recognition ability created by imprinting the additives was lost when the CPM was heated at a high temperature, and was recovered by contacting it with the additive in a packed column. The structural change in 2a during these treatments was not clearly detected by spectroscopic methods. (c) 2006 Wiley Periodicals, Inc.