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

Ye Junmei ^a ,
Zhang Runmiao ^a,b ,
Yang Wenjuan ^a ,
Han Ying ^a,*, ,
Guo Hao ^a ,
Xie Ju ^a ,
Yan Chaoguo ^a ,
Yao Yong ^b,*,

a.
School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 213300, China
b.
School of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China

hanying@yzu.edu.cn

yaoyong1986@ntu.edu.cn

Received Date: 28 September 2019
Revised Date: 19 November 2019
Accepted Date: 25 November 2019
Available Online: 25 November 2019

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.
- Pillar[5]arene,
- [3]Rotaxane,
- Multicomponent reaction,
- Molecular machine,
- Self-assembly
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