瓜环与4,4'-二氨基二苯甲烷衍生物的相互作用

Interaction of Cucurbit[n]urils with Bis{4-[(2,3 or 4-pyridyl)- methylamino]-phenyl}methane Derivatives

合成了三种长链多芳环多胺基客体,它们分别由三种醛基吡啶异构体与4,4'-二氨基二苯甲烷形成的Schiff碱还原而成,并得到1H NMR以及质谱分析方法表征证实.以核磁共振技术、紫外吸收光谱分析方法以及滴定1H NMR方法为研究手段,对瓜环(cucurbit[n]urils,n=6～8)分别与三种4,4'-二[N-(吡啶甲基)氨基]二苯甲烷盐酸盐相互作用进行了考察.实验结果表明,六元瓜环与三种4,4'-二[N-(吡啶甲基)氨基]二苯甲烷盐酸盐相互作用均形成物质的量之比为2∶1的哑铃型包结配合物;八元瓜环与三种N,N'-二(N-(吡啶甲基)二苯甲烷盐酸盐相互作用形成以类轮烷结构为主的包结配合物;七元瓜环与三种N,N'-二(N-(吡啶甲基)二苯甲烷盐酸盐相互作用存在多种模式的竞争.

Three linear polyaromatic and polyamine guests were synthesized by reducing Schiff bases of three pyridinecarboxaldehyde isomers and bis（4-aminophenyl）methane, and characterized by ^1H NMR and MS spectra. Investigation of the interaction and structures of cucurbit[n]urils （n = 6～8） with the title guests by using ^1H NMR techniques and UV spectrum reveals that dumbbell shape inclusion complexes of cucurbit[6]uril with bis{4-[（2,3 or 4-pyridyl）methyl-amino]-phenyl}methane were formed with a molar ratio of 2 ： 1, and symmetrical pseudorotaxanes of cucurbit[8]uril-bis{4-[（2,3 or 4-pyridyl）methylamino]-phenyl}- methane were formed with a molar ratio of 1 ： 1. However, competitive models occur with interaction between cucurbit[7]uril with the guests respectively.