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Cucurbituril

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Supramolecular Chemistry II — Host Design and Molecular Recognition

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 175))

Abstract

Cucurbituril is a novel nonadecacylic cage compound with an exceptional capacity to encapsulate alkylammonium ions within its hollow core. The structure readily self-assembles from acidic condensations between urea, glyoxal and formaldehyde. As a receptor for substituted ammonium ions, it demonstrates molecular recognition phenomena with high specificity, allowing quantitative thermodynamic evaluation of hydrophobic effects, as well as permitting systematic examination of the dynamics of noncovalent binding. Cucurbituril also induces an azide-alkyne 1,3-dipolar cycloaddition, providing a kinetic acceleration of approximately 105-fold, and in the process exemplifying the Pauling principle of catalysis.

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Authors and Affiliations

  1. Department of Chemistry, University of Illinois at Chicago, 60607-7061, Chicago, IL, USA

    William L. Mock

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  1. William L. Mock
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E. Weber

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© 1995 Springer-Verlag

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Mock, W.L. (1995). Cucurbituril. In: Weber, E. (eds) Supramolecular Chemistry II — Host Design and Molecular Recognition. Topics in Current Chemistry, vol 175. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-58800-0_16

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  • DOI: https://doi.org/10.1007/3-540-58800-0_16

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  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-58800-9

  • Online ISBN: 978-3-540-49106-4

  • eBook Packages: Springer Book Archive

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