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Issue 14, 2012
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Tetrakis(methylimidazole) and tetrakis(methylimidazolium) calix[4]arenes: competitive anion binding and deprotonation

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Abstract

Neutral tetrakis(methylimidazole) (1) and the novel cationic tetrakis(methylimidazolium) (2) calixarenes have been prepared and their solid-state and solution behaviour examined. The neutral imidazole forms a mono-zwitterion at elevated temperature, a feature that has been observed both in solution and in the solid-state. The cationic imidazolium exhibits a range of hydrogen bond interactions with anions, with the titration curves upon binding to basic anions suggesting sequential binding to both the upper and lower rims.

Graphical abstract: Tetrakis(methylimidazole) and tetrakis(methylimidazolium) calix[4]arenes: competitive anion binding and deprotonation

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Publication details

The article was received on 02 Dec 2011, accepted on 02 Feb 2012 and first published on 03 Feb 2012


Article type: Paper
DOI: 10.1039/C2OB07025A
Citation: Org. Biomol. Chem., 2012,10, 2824-2829
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    Tetrakis(methylimidazole) and tetrakis(methylimidazolium) calix[4]arenes: competitive anion binding and deprotonation

    E. K. Bullough, C. A. Kilner, M. A. Little and C. E. Willans, Org. Biomol. Chem., 2012, 10, 2824
    DOI: 10.1039/C2OB07025A

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