A water-soluble fluoroionophore: p-(4-sulfonatophenyl)calix[8]arene

Lee Hubble, Ramiz Boulos, Colin Raston

    Research output: Contribution to journalArticlepeer-review

    1 Citation (Scopus)


    The conformational flexibility of water-soluble p-(4-sulfonatophenyl) calix[8]arene leads to pH dependent autofluorescence. Solution-based and solid-state techniques are consistent with the spontaneous formation of intra-molecular excimers upon solvation, with molecular simulations revealing that this occurs through π-stacking. Time-based fluorescence intensity studies provide insight into the solution dynamics, and solvated shelf-life, to significantly enhance the analytical protocol. Conductivity techniques support the formation of micelles, with no evidence for a direct link between higher-order structures and autofluorescence. Disruption of this excimer by divalent metal cations provides scope for its utility as a fluoroionophore, which is also consistent with molecular simulations, without the requirement of incorporating additional fluorophoric and water solubilising sub-units.

    Original languageEnglish
    Pages (from-to)1070-1079
    Number of pages10
    JournalNew Journal of Chemistry
    Issue number4
    Publication statusPublished - Apr 2012


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