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

Organic & Biomolecular Chemistry
Michelle M WattDarren W Johnson

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, (1)H 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.

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Citations

Apr 26, 2016·Supramolecular Chemistry·Blakely W TrescaMichael M Haley
Nov 6, 2015·Journal of the American Chemical Society·Blakely W TrescaDarren W Johnson
Aug 16, 2016·Organic Letters·Hae-Geun JeonKyu-Sung Jeong
Oct 23, 2015·Chemical Reviews·Ju MeiBen Zhong Tang
Jun 9, 2017·Biosensors & Bioelectronics·Chenji ZhangZhiwen Liu
Jul 28, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ming Hui ChuaJianwei Xu
Feb 15, 2020·Chemistry, an Asian Journal·Nilanjan Dey, Santanu Bhattacharya
Oct 3, 2017·Chemical Communications : Chem Comm·Ramana R MittapalliEvgeny A Kataev
Oct 10, 2018·Chemical Communications : Chem Comm·Lisa M EytelDarren W Johnson
Jan 25, 2020·Journal of Cell Science·Matthew ZajacYamuna Krishnan
Dec 19, 2020·Comprehensive Reviews in Food Science and Food Safety·Xiaolin HuangBen Zhong Tang
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Luigi Di Costanzo, Barbara Panunzi
Jun 7, 2021·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Lingfeng XuLimin Liu
Jun 8, 2021·Chemical Science·Whitney S Y OngSheel C Dodani
Jan 26, 2017·ACS Omega·Sho KuwajimaAtsushi Yagasaki
Feb 26, 2019·Journal of the American Chemical Society·Jian YangHan-Yuan Gong
Jan 30, 2018·The Journal of Organic Chemistry·Aleksandr S OshchepkovEvgeny A Kataev

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