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Issue 4, 2012
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A water-soluble fluoroionophore: p-(4-sulfonatophenyl)calix[8]arene

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Abstract

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.

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

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Publication details

The article was received on 04 Nov 2011, accepted on 01 Feb 2012 and first published on 22 Feb 2012


Article type: Paper
DOI: 10.1039/C2NJ20932B
Citation: New J. Chem., 2012,36, 1070-1079
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    A water-soluble fluoroionophore: p-(4-sulfonatophenyl)calix[8]arene

    L. J. Hubble, R. A. Boulos and C. L. Raston, New J. Chem., 2012, 36, 1070
    DOI: 10.1039/C2NJ20932B

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