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Anion-Dependent Switching: Dynamically Controlling the Conformation of Hydrogen-Bonded Diphenylacetylenes

Authors

  • Ian M. Jones,

    1. Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA (UK)
    2. Department of Chemistry, Yale University, P.O. Box 20810, New Haven, CT 06520 (USA)
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  • Prof. Andrew D. Hamilton

    Corresponding author
    1. Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA (UK)
    2. Department of Chemistry, Yale University, P.O. Box 20810, New Haven, CT 06520 (USA)
    • Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA (UK)
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  • We thank Drs. Sam Thompson, Marc Adler (University of Oxford), and Andrew Jamieson (University of Leicester) for their insights as well as the University of Oxford and the NSF (CHE-0750357) for funding.

Abstract

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With a grain of salt: An anion-dependent switch based on an intramolecularly H-bonded diphenylacetylene is reported. The addition of Cl causes the conformation of the H-bond acceptor to switch from the urea protons to the amide proton (see scheme; blue N, red O, green Cl), suggesting the use of such systems as fluorescent anion sensors.

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