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Issue 19, 2017, Issue in Progress
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Tripodal halogen bonding iodo-azolium receptors for anion recognition

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Abstract

The synthesis, characterization and anion binding properties of 1,3,5-tri-substituted benzene platform-based tripodal receptors containing halogen bonding (XB) iodo-imidazolium and iodo-triazolium motifs, and hydrogen bonding (HB) analogues are described. Proton NMR anion binding investigations reveal the XB receptors are superior halide complexants compared to hydrogen bonding (HB) receptor analogues, with the iodo-imidazolium tripodal receptor exhibiting notably higher association constant values in comparison to the iodo-triazolium host system. In contrast, the HB tripod receptors, display higher affinities for dihydrogen phosphate than the XB receptors. Computational DFT and molecular dynamics were used to corroborate the experimental observations, and to give a clearer insight into the intimate nature of halide binding. The studies reveal a fundamental different binding behavior for the imidazolium-based and the iodo-imidazolium-based receptors.

Graphical abstract: Tripodal halogen bonding iodo-azolium receptors for anion recognition

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Publication details

The article was received on 12 Dec 2016, accepted on 21 Jan 2017 and first published on 13 Feb 2017


Article type: Paper
DOI: 10.1039/C6RA28082J
Citation: RSC Adv., 2017,7, 11253-11258
  • Open access: Creative Commons BY license
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    Tripodal halogen bonding iodo-azolium receptors for anion recognition

    S. Ruiz-Botella, P. Vidossich, G. Ujaque, E. Peris and P. D. Beer, RSC Adv., 2017, 7, 11253
    DOI: 10.1039/C6RA28082J

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