六元和七元瓜环与两类端邻苯二甲酰亚胺基紫精轮烷的组装及性质

Assembly and Property of Rotaxane Based on Cucurbit[6,7]urils Host and Two Kinds of N,N'-Phthalimide Appended 4,4'-Dipyridyl Terminated Viologen Guest

设计合成了2种不同碳链长度的客体分子1,1'-二甲基邻苯二甲酰亚胺基-4,4'-联吡啶溴化物(G1)和1,1'-二丁基邻苯二甲酰亚胺基-4,4'-联吡啶溴化物(G2).利用紫外-可见吸收光谱、核磁共振波谱和等温滴定量热等方法研究了客体分子G1和G2与六元(Q[6])和七元瓜环(Q[7])的超分子自组装方式.结果表明,在加热回流情况下G1与Q[6]利用滑移法能与紫精基团包结形成[2]轮烷结构,而Q[7]在常温下就能滑过封端基团邻苯二甲酰亚胺与紫精基团包结形成[2]准轮烷结构.

Two guests based on N,N＇-phthalimide substituted 4,4＇-dipyridyl with different alkyl chain lengths were synthesized（ G1 and G2）. The supramolecular self-assemblies of G1 and G2 with cucurbit[6]uril（ Q[6]） and cucurbit[7]uril（ Q[7]） were evaluated by UV-Vis spectra,hydrogen nuclear magnetic resonance（1H NMR） and isothermal titration calorimetry（ ITC）. The experiment results suggested that [2]rotaxane can be only formed between G1 and Q[6] in boiling aqueous solution by slipping. On the contrary,[2]pseudorotaxane can be easily formed between Q[7] and G1 or G2 in aqueous solution at room temperature.