Molecular self-assembly behavior of mono[6-O-6-(4-carboxyl-phenyl)]-β-CD in solution and solid state

作     者：FAN Zhi, ZHAO Yanli & LIU Yu Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China Correspondence should be addressed to Liu Yu (e-mail: yuliu@public. ***) 

作者机构：Department of Chemistry State Key Laboratory of Elemento-Organic Chemistry Nankai University Tianjin 300071 China 

出 版 物：《Chinese Science Bulletin》 (CHINESE SCIENCE BULLETIN)

年 卷 期：2003年第48卷第15期

页      面：1535-1538页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：supported by the National Natural Science Foundation of China(Grant Nos.29992590-8 and 20272028) the Tianjin Natural Science Fund(Grant No.013613511) the Special Fund for Doctoral Program from the Ministry of Education of China(Grant No.20010055001) 

主　　题：分子自组装 环糊精 结晶学 微量热法 光谱学 

摘      要：A novel modified cyclodextrin, mono[6-O-6-(4- carboxyl-phenyl)]-b-CD (1), has been synthesized by the reaction of mono[6-(p-toluenesulfonyl)]- b-CD with 4-hydro- xybenzoate, and its molecular self-assembly behavior in both solution and solid state was studied by means of crystallography, NMR spectroscopy and microcalorimetry. The results indicate that the bezoic acid groups are successively penetrated intermolecularly into the adjacent b-CD cavities to form helical columnar supramolecules in the solid state. As compared with crystal, the similar self-assembly behavior of 1 in aqueous solution has also been confirmed by the 1H ROESY spectroscopy. Thermodynamically, the formation of polymeric supramolecules by modified CD in aqueous solution is mainly driven by entropy changes.