Chloride-selective electrodes based on "two-wall" aryl-extended calix4pyrroles: combining hydrogen bonds and anion-π interactions to achieve optimum performance

Sabek, J. and Adriaenssens, L. and Guinovart, T. and Parra, E. J. and Rius, F. X. and Ballester, P. and Blondeau, P. (2015) Chloride-selective electrodes based on "two-wall" aryl-extended calix4pyrroles: combining hydrogen bonds and anion-π interactions to achieve optimum performance. Chemistry - A European Journal, 21 (1). pp. 448-454. ISSN 0947-6539

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Abstract

The performance of chloride-selective electrodes based on "two-wall" aryl-extended calix4pyrroles and multiwall carbon nanotubes is presented. The calix4pyrrole receptors bear two phenyl groups at opposite meso-positions. When the meso-phenyl groups are decorated with strong electron-withdrawing substituents, attractive anion-π interactions may exist between the receptor's aromatic walls and the sandwiched anion. These anion-π interactions are shown to significantly affect the selectivity of the electrodes. Calix4pyrrole, bearing a π-nitro withdrawing group on each of the meso-phenyl rings, afforded sensors that display anti- Hofmeister behavior against the lipophilic salicylate and nitrate anions. Based on the experimental data, a series of principles that help in predicting the suitability of synthetic receptors for use as anion-specific ionophores is discussed. Finally, the sensors deliver excellent results in the direct detection of chloride in bodily fluids. © 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords:Aromatic compounds, Chlorine compounds, Electrodes, Ion selective electrodes, Ions, Multiwalled carbon nanotubes (MWCN), Nanotubes, Negative ions, Potassium compounds, Yarn, Analytical method, Calix4pyrrole, Direct detection, Electron-withdrawing substituents, Meso positions, Optimum performance, Selective electrodes, Synthetic receptors, Hydrogen bonds, NotOAChecked
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
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ID Code:22731
Deposited On:23 Mar 2016 21:40

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