可调控准轮烷的合成和开关性能的研究

Synthesis of Switchable Pseudorotaxane and Property of Molecular Shuttle

利用过量的 4 ,4 -二氨基二苯醚和卤代烃反应合成烷基化衍生物 N,N -二 [2 -(羟基乙氧基 )乙基 ]-4 ,4 -二氨基二苯醚 ,以此作为富 π电子供体和缺 π电子环二 ( 1 ,1 -二甲基 -4 ,4 -联吡啶 )对苯撑大环化合物( CPQT)自组装形成准轮烷 ,利用1 H NMR化学位移变化跟踪该准轮烷在酸碱调控下的分子开关功能 .结果表明 ,准轮烷 ( B-CPQT)的形成很可能是二苯胺醚中的醚键 O与

The reaction of an excess of 4,4-oxydianiline(A) with alkyl halide has been found effective to synthesize N,N -bis[2-(hydroxyethoxy)ethyl]-4,4-oxydianiline(B). It is found that two new pseudotaxanes(A-CPQT、B-CPQT) are formed in solution by self-assembly of electron donor 4,4-oxydianiline(A) and (B) with electron accepter cyclobis(paraquat-phenylene)tetracationic cyclophane(CPQT), respectively, which can be reversibly switched by acid-base action. The process is monitored by 1H NMR technique. The results showed that pseudorotaxane(B-CPQT) formation is probably encouraged by the hydrogen bonding sites:oxygen atoms along the polyether chains from dianiline rings form the [CHO] bonding with the hydrogen atoms in α position to the nitrogen atom in the bipyridinium rings on the cyclophane.