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    Macrocyclic squaramides: anion receptors with high sulfate binding affinity and selectivity in aqueous media


    Qin, Lei and Hartley, Anna and Turner, Peter and Elmes, Robert B.P. and Jolliffe, Katrina A. (2016) Macrocyclic squaramides: anion receptors with high sulfate binding affinity and selectivity in aqueous media. Chemical Science, 7. pp. 4563-4572. ISSN 2041-6520

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    Abstract

    A number of macrocyclic squaramide-containing receptors (MSQs) have been designed and synthesised and their interaction with a range of inorganic anions was studied in solution by 1H NMR spectroscopy and ESI-HRMS. The binding data revealed remarkable binding of sulfate in aqueous mixtures from 0.5 to 50% v/v H2O/DMSO-d6. The larger [3]-MSQs were found to better match the size and shape of the sulfate ion than the [2]-MSQs, providing high affinity and selectivity for sulfate while other tetrahedral divalent anions such as selenate, phosphate species and chromate have substantially lower binding affinities. In mixtures of anions mimicking the composition of either nuclear waste or plasma, the [3]-MSQs were still able to bind sulfate ions with high affinity.

    Item Type: Article
    Additional Information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
    Keywords: Macrocyclic squaramides: anion receptors; high sulfate binding affinity; selectivity; aqueous media;
    Academic Unit: Faculty of Science and Engineering > Chemistry
    Item ID: 7720
    Identification Number: https://doi.org/10.1039/c6sc01011c
    Depositing User: Robert Elmes
    Date Deposited: 12 Jan 2017 09:33
    Journal or Publication Title: Chemical Science
    Publisher: Royal Society of Chemistry
    Refereed: Yes
    URI:

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