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以4,4’-二(咪唑基亚甲基)联苯为客体的环糊精类轮烷的合成与表征

Synthesis and Characterization of the Pseudo-rotaxane Containing Cyclodextrines and 4, 4’-(bis(imidazol-1-ylmethylene))Biphenyl

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【作者】 于飞杨小红梁中伟陈慧兰

【Author】 Yu Fei;Yang Xiao-Hong;Liang Zhong-Wei;Chen Hui-Lan State Key Laboratory of Coordination Chemistry, Department of Chemistry, Nanjing University, Nanjing, 210093,China

【机构】 南京大学化学系配位化学国家重点实验室南京大学化学系配位化学国家重点实验室 南京210093南京210093

【摘要】 以4,4’-二(咪唑基亚甲基)联苯(bibp)为客体,通过自组装合成了4,4’-二(咪唑基亚甲基)联苯和环糊精的[3]类轮烷,并通过元素分析,~1HNMR,ESI-MS,IR,TG-DSC 进行了表征和固体热稳定性等研究,结果表明:由于bibp客体分子链较长,含有两个苯环,所以可穿入两个β-环糊精分子,形成[3]类轮烷。

【Abstract】 Pseudo-rotaxane and rotaxane are a kind of important assembled supramolecules. They consist of abead as the host and a string or a chain as the guest threading into the ring of the host. Rotaxane has twostoppers to prevent the host from slipping out from the guest, but pseudo-rotaxane has not or has only onestopper. Common cyclodextrin, crownether and cyclophane can be the host in supramolecular chemistry, andcorresponding guests are selected to bond with host via non-covalence interaction and space matching effect. It isinteresting to note that under the stimulation of outside electric, photonic signals, host of rotaxane and pseudo-rotaxane can be rotating or moving to cause two states, so they have potential applications in fabricating molecularswitch or molecular machine. In this work we synthesized the 4, 4’-(bis(imidazol-1-ylmethylene))biphenyl (bibp), which could beemployed as a guest to produce a kind of new β-cyclodextrin pseud-orotaxane. The pseudoro-taxan wascharacterized by element analysis,ESI-MS, 1D and 2D-~1 HNMR, IR and TG-DSC. The results indicate that bibpcan thread two cyclodextrins and form a [ 3 ] pseudorotaxan with β-cyclodextrin due to its long chain and theexistence of two phenyls.

【基金】 国家自然科学基金(20071017,50272029)
  • 【文献出处】 南京大学学报(自然科学版) ,Journal of Nanjing University (Natural Sciences) , 编辑部邮箱 ,2004年05期
  • 【分类号】O636.1
  • 【被引频次】1
  • 【下载频次】244
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