Beilstein Journal of Organic Chemistry (Aug 2018)

A switchable [2]rotaxane with two active alkenyl groups

  • Xiu-Li Zheng,
  • Rong-Rong Tao,
  • Rui-Rui Gu,
  • Wen-Zhi Wang,
  • Da-Hui Qu

DOI
https://doi.org/10.3762/bjoc.14.181
Journal volume & issue
Vol. 14, no. 1
pp. 2074 – 2081

Abstract

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A novel functional [2]rotaxane containing two alkenyl bonds was designed, synthesized and characterized by 1H, 13C NMR spectroscopy and HRESI mass spectrometry. The introduction of alkenyl bonds endowed the [2]rotaxane a fascinating ability to react with versatile functional groups such as alkenyl and thiol functional groups. The reversible shuttling movement of the macrocycle between two different recognition sites on the molecular thread can be driven by external acid and base. This kind of rotaxane bearing functional groups provides a powerful platform for preparing stimuli-responsive polymers.

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