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Org Lett. 2014 Apr 4;16(7):1860-3. doi: 10.1021/ol500149k. Epub 2014 Mar 17.

A novel pentiptycene bis(crown ether)-based [2](2)rotaxane whose two DB24C8 rings act as flapping wings of a butterfly.

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  • 1Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.


A novel [2](2)rotaxane based on pentiptycene-derived bis(crown ether) can be efficiently synthesized via a "click chemistry" method and the subsequent N-methylation. Due to the different affinities of DB24C8 with the ammonium and triazolium stations, the wing-flapping movement of the DB24C8 "wings" in the [2](2)rotaxane can be easily achieved by acid/base stimulus.

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