含有α-CD的新型[2]轮烷的合成  

Synthesis of a Novel [2] Rotaxane with α-Cyclodextrin as the Macrocycle

作　　者：刘骥军[1] 田禾[1] 

机构地区：[1]教育部结构可控先进功能材料及其制备重点实验室华东理工大学精细化工研究所,上海200237

出　　处：《应用化学》2007年第8期863-867,共5页Chinese Journal of Applied Chemistry

基　　金：国家自然科学基金资助课题(90401026)

摘　　要：通过醋酸钯催化的Suzuki偶联反应,在室温下于水溶液中通过超分子自组装制备了以α-CD(α-环糊精)为大环,异酞酸为端塞,二苯乙烯衍生物为链的新型超分子轮烷。通过加入浓HCl调节反应溶液的pH值<1,用正丁醇萃取,将含有α-CD大环的轮烷分子与水溶液中多余的α-CD分离,再用硅胶柱层析分离得到纯的只含有1个α-CD大环的轮烷分子,从而简化了分离难度。采用1HNMR和质谱分析结果表明,所制得的轮烷为α-CD(主体)与哑铃状分子(客体)的摩尔比为1:1的[2]轮烷。The synthesis of a novel rotaxane containing α-CD（α-cyclodextrin） as the macrocycle, stilbene as the ‘ string’ and the isophthalic acid as stopper via a palladium-catalyzed Suzuki coupling reaction in water at room temperature and supramolecular self-assembly was reported. Concentrated HCl was added to the reaction solution to change the pH value of the reaction solution after the reaction finished. The rotaxane could be separated from the reaction solution which contained excessive α-CD by extraction with n-butanol and then the rotaxane containing one α-CD macrocycle was purified by silica gel. The solubility of rotaxane could be tuned up by changing the structure of the ‘ string’ in order to get the rotaxane which was soluble in organic solvent. The molar ratio of α-CD to the ‘string’ was 1：1 and the rotaxane was [ 2 ] rotaxane according to the results of ^1H NMR spectroscopy and mass spectrometry of rotaxane.

关 键 词：Α-环糊精 轮烷 超分子 自组装 

分 类 号：O641.3[理学—物理化学]