Viologen-Based Rotaxanes from Dibenzo-30-crown-10

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Abstract

Three [2]rotaxanes (4, 7, and 12) and one [3]rotaxane (8) were synthesized based on the dibenzo-30-crown-10/viologen binding motif. To the best of our knowledge, these are the first rotaxanes formed from dibenzo-30-crown-10 and viologens. The rotaxanes were all characterized by 1H NMR, 13C NMR, and HRMS. An X-ray crystal structure of one of the [2]rotaxanes (7) was obtained. This work demonstrates for the first time that dibenzo-30-crown-10 does form pseudorotaxane complexes with viologens in solution.

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Wessels, H. R., Slebodnick, C., & Gibson, H. W. (2018). Viologen-Based Rotaxanes from Dibenzo-30-crown-10. Journal of the American Chemical Society, 140(23), 7358–7370. https://doi.org/10.1021/jacs.8b04477

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