Toward interlocked molecules beyond catenanes and rotaxanes

Theresa Chang, Aaron M. Heiss, Stuart J. Cantrill, Matthew C T Fyfe, Anthony R. Pease, Stuart J. Rowan, J. Fraser Stoddart, David J. Williams

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29 Citations (Scopus)

Abstract

A linear bis secondary dialkylammonium ion-containing scaffold - based upon an anthracenyl core-has been synthesized. It has been demonstrated that it is possible to dock either one or two dibenzo[24]crown-8 (DB24C8) macrocycles onto this scaffold to afford either a [2]-or [3]pseudorotaxane, respectively. In solution, the association constants for the formation of each of these species has been quantified by employing 1H NMR spectroscopy, and both species survive in the "gas phase" as evidenced by FAB mass spectrometry. Additionally, the X-ray crystal superstructure of the [3]pseudorotaxane has been determined.

Original languageEnglish
Pages (from-to)2943-2946
Number of pages4
JournalOrganic Letters
Volume2
Issue number19
Publication statusPublished - 2000 Sep 21
Externally publishedYes

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ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Chang, T., Heiss, A. M., Cantrill, S. J., Fyfe, M. C. T., Pease, A. R., Rowan, S. J., Stoddart, J. F., & Williams, D. J. (2000). Toward interlocked molecules beyond catenanes and rotaxanes. Organic Letters, 2(19), 2943-2946.