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Facile Synthesis and Solid-State Structure of a Benzylic Amide [2]Catenane†

Authors

  • Andrew G. Johnston,

    1. Department of Chemistry, University of Manchester Institute of Science and Technology, Sackville St., Manchester M60 1QD (UK), Telefax: Int. code + (161)200-4539
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  • Dr. David A. Leigh,

    Corresponding author
    1. Department of Chemistry, University of Manchester Institute of Science and Technology, Sackville St., Manchester M60 1QD (UK), Telefax: Int. code + (161)200-4539
    • Department of Chemistry, University of Manchester Institute of Science and Technology, Sackville St., Manchester M60 1QD (UK), Telefax: Int. code + (161)200-4539
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  • Dr. Robin J. Pritchard,

    1. Department of Chemistry, University of Manchester Institute of Science and Technology, Sackville St., Manchester M60 1QD (UK), Telefax: Int. code + (161)200-4539
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  • Michael D. Deegan

    1. Gas Research Centre, British Gas PLC, Loughborough (UK)
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  • †

    We thank Dr. J. P. Smart for useful discussions and advice, and S. Davey, M. Bolgar, and Prof. S. Gaskell for mass spectral data. This work was carried out through the support of a British Gas Scholarship award (to A. G. J).

Abstract

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The condensation of eight molecules in one step provides 1, the smallest [2]catenane to date, in 20% yield. The cavity in one of the identical macrocycles of the catenane has dimensions of 4 × 6 Å. The structure of 1 is earmarked by a variety of hydrogen bonds and tessellating stacks of aromatic units.

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Article Information

DOI

10.1002/anie.199512091

Format Available

Full text: PDF

Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

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Keywords

  • catenanes;
  • macrocycles;
  • structure elucidation

Publication History

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  • Version of record online:
  • Manuscript Received:

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