Citation: Ye Junmei, Zhang Runmiao, Yang Wenjuan, Han Ying, Guo Hao, Xie Ju, Yan Chaoguo, Yao Yong. Pillar[5]arene-based[3]rotaxanes: Convenient construction via multicomponent reaction and pH responsive self-assembly in water[J]. Chinese Chemical Letters, ;2020, 31(6): 1550-1553. doi: 10.1016/j.cclet.2019.11.041 shu

Pillar[5]arene-based[3]rotaxanes: Convenient construction via multicomponent reaction and pH responsive self-assembly in water

    * Corresponding authors.
    E-mail addresses: hanying@yzu.edu.cn (Y. Han) yaoyong1986@ntu.edu.cn (Y. Yao).
  • Received Date: 28 September 2019
    Revised Date: 19 November 2019
    Accepted Date: 19 November 2019
    Available Online: 1 June 2020

Figures(4)

  • Four pillar[5]arene based [3]rotaxanes (1-4) involving two 1,4-diethoxypillar[5]arene (DEP5) rings and a dumbbell-shaped component were successfully synthesized. The dumbbell-shape molecules contain one longer bridge, two triazole sites and two multicomponent stoppers. After threading DEP5 rings with linear guests (G1-G4) which contain two benzaldehyde units, the base catalyzed three-component reaction of dimedone, malononitrile and benzaldehyde was performed to construct the stoppers and connected the pseudorotaxanes with stoppers to generate 1–4. The structures of [3]rotaxanes and their self-assembly behaviors were characterized by 1H NMR, 13C NMR, NOESY, HR-ESI-MS, DLS and TEM technologies. We hope that pillar[5]arene based [3]rotaxanes may have potential applications in drug delivery systems and molecular devices.
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