Issue 14, 2015

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

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

Supplementary files

Article information

Article type
Paper
Submitted
14 nov 2014
Accepted
27 fev 2015
First published
27 fev 2015

Org. Biomol. Chem., 2015,13, 4266-4270

Author version available

“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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