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1HNMR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CPQT上的吡啶环的a-H形成氢键的结果.
The reaction of an excess of 4, 4'-oxydianiline (A) with alkyl halide has been foundeffective to synthesize N, N' -bis [2-(hydroxyethoxy)ethyl]-4, 4' -oxydianiline (B). It is found thattwo new pseudotaxanes (A-CPQT、B-CPQT) are formed in solution by self-assembly of electron donor4, 4 ' -oxydianiline (A) and (B) with electron accepter cyclobis (paraquat-phenylene) tetracationiccyclophane(CPQT), respectively, which can be reversibly switched by acid-base action. The processis monitored by 1H NMR technique. The results showed that pseudorotaxane(B-CPQT) formation isprobably encouraged by the hydrogen bonding sites.: oxygen atoms along the polyether chains fromdianiline rings form the [ C-H…O ] bonding with the hydrogen atoms in α position to the nitrogenatom in the bipyridinium rings on the cyclophane.
参考文献
[1] | Lehn J M. Supramolecular Chemistry:Concepts and Perspectives. Weinheim: VCH, 1995:11 |
[2] | Beer P D. Adv Inorg Chem,1992,39:79 |
[3] | Anelli P L,Stoddart J F. J Am Chem Soc,1991,113,5153 |
[4] | Bissell R A,Cordova E,Kaifer A E, et al. Nature,1994,369:133 |
[5] | WANG Le-Yong (王乐勇),XI Hai-Tao (席海涛),SUN Xiao-Qiang (孙小强),et al. Gaodeng Xuexiao Huaxue Xuebao (高等学校化学学报)2001,22(1):143 |
[6] | Leyong Wang, Haitao Xi, Xiaoqiang Sun, et al.Syn Commun, 2000,30: 235 |
[7] | Kopolow S, Hogen Esch T E, Smod J. Macromolecules ,1973 , 6 :134 |
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