Intramolecular binding site competition as a means of tuning the response of a colourimetric anion sensor

Sara Jane Dickson, Emma V B Wallace, Adam N Swinburne, Martin J Paterson, Gareth O Lloyd, Andrew Beeby, Warwick J Belcher, Jonathan W Steed

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Abstract

Two new viologen-based anion hosts, 2 and 3, are reported, incorporating two tripodal binding domains. Binding of carboxylate anions, particularly acetate, malonate and succinate by pyridinium derivative 2 results in an intense purple colouration. DFT calculations on representative system 2·malonate reveal that this absorption arises from charge-transfer from the anion to the bipyridinium unit. Anion binding by 3 does not initially result in a colour change because anions are bound at the periphery of the receptor; however, addition of more that two equivalents of acetate or more than one equivalent of dicarboxylate turn the colourimetric response on. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Original languageEnglish
Pages (from-to)786-789
Number of pages4
JournalNew Journal of Chemistry
Volume32
Issue number5
DOIs
Publication statusPublished - 2008

Keywords

  • CHARGE-TRANSFER
  • SOLID-STATE
  • RECEPTORS
  • UREA
  • CONSTRUCTION
  • VIOLOGENS
  • FLYTRAP
  • SYSTEMS
  • PODANDS
  • CITRATE

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    Dickson, S. J., Wallace, E. V. B., Swinburne, A. N., Paterson, M. J., Lloyd, G. O., Beeby, A., Belcher, W. J., & Steed, J. W. (2008). Intramolecular binding site competition as a means of tuning the response of a colourimetric anion sensor. New Journal of Chemistry, 32(5), 786-789. https://doi.org/10.1039/b800094h