Citation:
XI Hai-Tao, SUN Xiao-Qiang, WANG Le-Yong, YANG Yang. Synthesis of Switchable Pseudorotaxane and Property of Molecular Shuttle[J]. Chinese Journal of Applied Chemistry,
;2001, 18(5): 400-403.
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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 [C-H-O] bonding with the hydrogen atoms in T position to the nitrogen atom in the bipyridinium rings on the cyclophane.
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Keywords:
- biphenyl ether,
- pseudorotaxane,
- molecular shuttle,
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