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    Induced fit interanion discrimination by binding-induced excimer formation

    Access Status
    Fulltext not available
    Authors
    Filby, M.
    Dickson, S.
    Zaccheroni, N.
    Prodi, L.
    Bonacchi, S.
    Montalti, M.
    Paterson, M.
    Humphries, Terry
    Chiorboli, C.
    Steed, J.
    Date
    2008
    Type
    Journal Article
    
    Metadata
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    Citation
    Filby, M. and Dickson, S. and Zaccheroni, N. and Prodi, L. and Bonacchi, S. and Montalti, M. and Paterson, M. et al. 2008. Induced fit interanion discrimination by binding-induced excimer formation. Journal of the American Chemical Society. 130 (12): pp. 4105-4113.
    Source Title
    Journal of the American Chemical Society
    DOI
    10.1021/ja711012d
    ISSN
    0002-7863
    School
    Department of Physics and Astronomy
    URI
    http://hdl.handle.net/20.500.11937/29442
    Collection
    • Curtin Research Publications
    Abstract

    The synthesis, photophysical, and anion-binding properties of a series of di-, tri-, and tetrapodal anion-binding hosts based on aminopyridinium units with pyrenyl reporter groups are described. The ditopic mesitylene-derived calix[4]arene-based host 4 binds strongly to dicarboxylates, particularly malonate, in a 2:1 anion:host ratio but is essentially nonemissive in the presence of all anions except chloride because of intramolecular quenching by the pyridinium units. Addition of chloride results in a conformational change, giving an initial increase in emission assigned to intramolecular excimer formation. Further chloride addition also results in an increase in the intensity of the pyrenyl monomer emission as chloride binding reduces the acceptor ability of the pyridinium groups. This behavior is not exhibited by control compounds 5 and 6, which lack the ditopic geometry and calixarene spacer unit; however, tripodal 6 forms 1:2 anion:host complexes with a range of anions. © 2008 American Chemical Society.

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