六～八元瓜环与咪唑[4,5-f]-1',10'-菲咯啉衍生物的相互作用  

Interaction of Cucurbit[n]urils (n=6～8) with Imidazo[4,5-f]- 1',10'-phenanthroline Derivatives

作　　者：向双春[1] 陶朱[2] 胡育[2] 向章敏[2] 薛赛凤[2] 祝黔江[2] 张建新 

机构地区：[1]贵州大学精细化工实验研究中心,贵阳550025 [2]贵州大学应用化学研究所,贵阳550025 [3]贵州省天然产物化学重点实验室,贵阳550025

出　　处：《有机化学》2005年第10期1208-1214,共7页Chinese Journal of Organic Chemistry

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

摘　　要：合成了2-苯基-咪唑[4,5-f]-1',10'-菲咯啉和对二甲氨基-2-苯基-咪唑[4,5-f]-1',10'-菲咯啉两种咪唑[4,5-f]-1',10'-菲咯啉衍生物,并经过一、二维核磁共振谱以及质谱方法的验证.利用1H NMR、质谱以及紫外可见分光光度法,考察了以六～八元瓜环为主体,咪唑[4,5-f]-1',10'-菲咯啉衍生物为客体的作用体系,以及形成的主客体包结配合物的结构特征.研究结果表明三种瓜环均与2-苯基-咪唑[4,5-f]-1',10'-菲咯啉发生相互作用,客体以较小的苯基一端穿过瓜环内腔直至苯基部分和菲咯啉部分分别露置在瓜环的两个端口外,特别是八元瓜环能容纳两个客体分子.而对二甲氨基-2-苯基-咪唑[4,5-f]-1',10'-菲咯啉仅能与七及八元瓜环相互作用,作用模式与前者相同.Two imidazo[4,5-f]-1′,10′-phenathroline derivatives have been synthesized and characterized by using ^1H NMR technique and mass spectroscopy methods. They are 2-phenylimidazo[4,5-f]-1′,10′- phenathroline and 2-（p-dimethylaminophenyl）-2-phenylimidazo[4,5-f]-1′,10′-phenathroline. Host-guest interaction of cucurbit[n]urils （n=6～8） with the phenathroline derivatives has been investigated by NMR techniques, mass spectrum and UV absorption methods. The experimental results reveal that phenyl part of the guests penetrates the cavity of cucurbit[n]urils （n=6～8） while phenyl and phenanthroline parts of the guests are located at the each port of a cucurbituril. Particularly, a cavity of cucurbit[8]uril accommodates two of the guests.

关 键 词：六~八元瓜环 菲咯啉衍生物 相互作用 包结配合物 菲咯啉 衍生物 咪唑 瓜环 紫外可见分光光度法 二维核磁共振谱 

分 类 号：O626[理学—有机化学]