高效液相色谱手性固定相法分离取代环己酮及取代环己醇的对映体  

Enantioseparation of Substituted Cyclohexanone and Substituted Cyclohexanol on Chiral Stationary Phase by High Performance Liquid Chromatography

作　　者：张雪君[1] 徐秀珠[1] 张大同[1] 潘春秀[1] 何红梅[1] 陈娟娟[1] 

机构地区：[1]浙江大学化学系,杭州310027

出　　处：《分析化学》2005年第7期965-968,共4页Chinese Journal of Analytical Chemistry

基　　金：浙江省科技计划(No.2004C33050);分析测试基金(No.03111)资助项目

摘　　要：在4种自制的涂敷型纤维素衍生物手性柱,即纤维素三苯甲酸酯(CTB)、纤维素三(4甲基苯甲酸酯)(CTMB)、纤维素三苯基氨基甲酸酯(CTPC)和纤维素三(3,5二甲基苯基氨基甲酸酯)(CDMPC)与小分子的Prikle型(S,S)WhelkO1手性柱上对取代环己酮及取代环己醇进行了对映体分离。研究了溶质的立体结构因素对手性分离的影响,并初步探讨、比较了溶质在这两种手性柱上的手性识别的机理。结果发现,在(S,S)WhelkO1柱上溶质与固定相之间的吸引作用是手性识别的主要原因,而对于纤维素衍生物手性柱,溶质的空间结构在手性空腔中的空间适应性可能是手性识别的关键。This paper reported the chiral separation of substituted cyclohexanone and substituted cyclohexanol using self-prepared cellulose derivative CTB, CTMB, CTPC, CDMPC whose structures were shown in Fig. 2 of the text and (S, S)-Whelk-O 1 columns. The influence of the structures of the analytes on the chiral separation was studied. The difference of chiral recognition mechanism on cellulose derivative chiral columns and (S, S) -Whelk-O 1 columns was compared. The results indicate that on (S, S) -Whelk-O 1 the attraction between solute and stationary phase is primary to the chiral recognition, while on cellulose derivative chiral columns the solutes' stereo structure must play a chief role in meeting the requirement for a stereoseletive fit into the cellulose chiral cavity, which may be the key to the chiral recognition on cellulose derivatives chiral stationary phase.

关 键 词：高效液相色谱 环己醇 环己酮 手性固定相 纤维素衍生物 氨基甲酸酯 手性识别 苯甲酸酯 对映体分离 手性柱 甲基苯基 手性分离 结构因素 空间结构 溶质 涂敷型 三苯基 小分子 适应性 立体 

分 类 号：O657.72[理学—分析化学] TQ233.1[理学—化学]