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Inclusion Phenomena and Molecular Recognition pp 93–106Cite as

Complexes of Neutral Molecules and Cyclophane Hosts

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Summary

Synthetic cyclophane hosts with apolar binding sites form highly structured complexes with aromatic substrates in aqueous and organic solutions. In this report, the stabilities of the complexes of a variety of neutral and charged arenes are reviewed. Complexation in aqueous solution is largely driven by a strong enthalpic hydrophobic effect, and the nature of this effect is discussed. Multiple host-guest interaction modes can lead to enzyme-like selectivity in binding. The progress in the development of optically active cyclophane hosts for chiral molecular recognition in aqueous solution is described. The selective functionalization of cyclophane hosts has generated water-soluble, enzyme-like catalysts for redox processes, benzoin condensations, and the cleavage of activated carboxylic esters.

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Authors and Affiliations

  1. Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90024-1569, USA

    François Diederich

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  1. François Diederich
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Editors and Affiliations

  1. University of Alabama, Tuscaloosa, Alabama, USA

    Jerry L. Atwood

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© 1990 Plenum Press, New York

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Diederich, F. (1990). Complexes of Neutral Molecules and Cyclophane Hosts. In: Atwood, J.L. (eds) Inclusion Phenomena and Molecular Recognition. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-0603-0_10

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  • DOI: https://doi.org/10.1007/978-1-4613-0603-0_10

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4612-7887-0

  • Online ISBN: 978-1-4613-0603-0

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