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Issue 13, 2009
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Allosteric effects in a tetrapodal imidazolium-derived calix[4]arene anion receptor

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Abstract

A ditopic tetrapodal imidazolium-based 1,3-alternate calix[4]arene host binds anions as 1 : 2 complexes via a range of CH⋯anion hydrogen bonds. Allosteric enhancement of the affinity for the second chloride anion is observed. X-Ray crystal structures of the chloride, bromide and nitrate complexes suggest that this behaviour is linked to inter-binding site communication mediated by the calixarene framework. The imidazolium groups exist as either in-out or out-out conformers with respect to the calixarene, with the chloride complex exhibiting conformational isomorphism such that both forms are present in the same crystal structure.

Graphical abstract: Allosteric effects in a tetrapodal imidazolium-derived calix[4]arene anion receptor

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Publication details

The article was received on 27 Feb 2009, accepted on 23 Apr 2009 and first published on 26 May 2009


Article type: Paper
DOI: 10.1039/B904148F
Citation: Org. Biomol. Chem., 2009,7, 2756-2760
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    Allosteric effects in a tetrapodal imidazolium-derived calix[4]arene anion receptor

    C. E. Willans, K. M. Anderson, L. C. Potts and J. W. Steed, Org. Biomol. Chem., 2009, 7, 2756
    DOI: 10.1039/B904148F

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