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Viologen-Based Rotaxanes from Dibenzo-30-crown-10
Hanlie R Wessels1, Carla Slebodnick1, Harry W Gibson1
1Department of Chemistry , Virginia Tech , Blacksburg , Virginia 24060 , United States.
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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