Pillar[5]arene-based [3]rotaxanes: Convenient construction via multicomponent reaction and pH responsive self-assembly in water |
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| Institution: | 1. School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 213300, China;2. School of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China;1. College of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou, 450001, PR China;2. Department of Chemistry, Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), College of Chemistry, Nankai University, Tianjin, 300071, PR China;1. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China;2. Institute of Organic Chemistry, University of Mainz, D-55099 Mainz, Germany;1. International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), College of Chemistry, Jilin University, Changchun 130012, China;2. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, China |
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| Abstract: | Four pillar5]arene based 3]rotaxanes(1-4) involving two 1,4-diethoxypillar5]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 ~1 H NMR,~(13)C NMR,NOESY,HR-ESI-MS,DLS and TEM technologies.We hope that pillar5]arene based 3]rotaxanes may have potential applications in drug delivery systems and molecular devices. |
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| Keywords: | Pillar[5]arene [3]Rotaxane Multicomponent reaction Molecular machine Self-assembly |
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