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Macrocyclic squaramides: anion receptors with high sulfate binding affinity and selectivity in aqueous media
Qin, Lei; Hartley, Anna; Turner, Peter; Elmes, Robert B.P.; Jolliffe, Katrina A.
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.
Keyword(s): Macrocyclic squaramides anion receptors; high sulfate binding affinity; selectivity; aqueous media
Publication Date:
2016
Type: Journal article
Peer-Reviewed: Yes
Institution: Maynooth University
Citation(s): 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
Publisher(s): Royal Society of Chemistry
File Format(s): other
Related Link(s): https://mural.maynoothuniversity.ie/7720/1/RE-Macrocyclic-2016.pdf
First Indexed: 2020-04-02 06:30:09 Last Updated: 2021-07-31 08:05:39