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    Colorimetric and Luminescent Sensors for Chloride: Hydrogen Bonding vs Deprotonation


    Elmes, Robert B.P. and Turner, Peter and Jolliffe, Katrina A. (2013) Colorimetric and Luminescent Sensors for Chloride: Hydrogen Bonding vs Deprotonation. Organic Letters, 15 (22). pp. 5638-5641. ISSN 1523-7060

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    Abstract

    The synthesis and photophysical properties of four squaramide based fluorescent anion sensors (1–4) are described. These luminescent compounds showed selectivity for Cl– over various other anions with concomitant changes in both their UV/visible and fluorescence properties upon Cl– addition, attributed to initial H-bonding followed by NH deprotonation in the presence of excess Cl–, signaled by a color change. The nature of the electron withdrawing aryl substituents is directly related to the H-bonding ability/acidity of the squaramide protons and can be used to tune the deprotonation behavior.

    Item Type: Article
    Keywords: Colorimetric; Luminescent Sensors; Chloride: Hydrogen Bonding; Deprotonation;
    Academic Unit: Faculty of Science and Engineering > Chemistry
    Item ID: 7726
    Identification Number: https://doi.org/10.1021/ol402500q
    Depositing User: Robert Elmes
    Date Deposited: 12 Jan 2017 09:32
    Journal or Publication Title: Organic Letters
    Publisher: American Chemical Society
    Refereed: Yes
    URI:

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