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Issue 14, 2015
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“Off-on” aggregation-based fluorescent sensor for the detection of chloride in water

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Abstract

Receptors selective for anions in aqueous media are a crucial component in the detection of anions for biological and environmental applications. Recent sensor designs have taken advantage of systems known to aggregate in solution, eliciting a fluorescent response. Herein, we demonstrate a chloride-selective fluorescent response of receptor 1+, based on our well-established class of 2,6-bis(2-anilinoethynyl)pyridine bisureas. The fluorescence intensity ratio of 1+·Cl−> aggregates in water is four times larger than the next most fluorescent anion complex, 1+·ClO4−>. In addition, 1H NMR spectroscopic titrations demonstrate 1+ binds chloride more strongly than other biologically relevant anions in solutions of both DMSO-d6 and 50/50 DMSO-d6/MeCN-d3.

Graphical abstract: “Off-on” aggregation-based fluorescent sensor for the detection of chloride in water

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Publication details

The article was received on 14 Nov 2014, accepted on 27 Feb 2015 and first published on 27 Feb 2015


Article type: Paper
DOI: 10.1039/C4OB02409E
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2015,13, 4266-4270
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    “Off-on” aggregation-based fluorescent sensor for the detection of chloride in water

    M. M. Watt, J. M. Engle, K. C. Fairley, T. E. Robitshek, M. M. Haley and D. W. Johnson, Org. Biomol. Chem., 2015, 13, 4266
    DOI: 10.1039/C4OB02409E

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