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

作　　者：杨守林[1] 薛赛凤[1] 马培华[1] 祝黔江[1] 陶朱[1] 张建新 

机构地区：[1]贵州大学应用化学研究所 [2]贵州省天然产物重点化学实验室,贵阳550002

出　　处：《有机化学》2005年第10期1215-1220,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.200261002);国际科技合作重点项目计划(No.2003DF000030);贵州省省长基金资助项目.

摘　　要：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.

关 键 词：瓜环 客体 包结配合物 核磁共振技术 紫外吸收光谱分析 二苯甲烷 相互作用 二氨基 甲烷衍生物 SCHIFF碱 

分 类 号：O621.3[理学—有机化学]