2011
DOI: 10.1021/ie200548j
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Bis-Triazole-Appended Azobenzene Chromophore for Selective Sensing of Copper(II) Ion

Abstract: A Cu 2þ -specific colorimetric sensor of bis-triazole-appended azobenzene receptors I and II was designed and synthesized. Receptor II shows high selectivity toward Cu 2þ in acetonitrile/water (80:20, v/v) solution based on the internal charge transfer (ICT) mechanism. The tridentate coordination behavior was proposed with 1:1 stoichiometry between receptor II and Cu 2þ . Herein, the Cu 2þ gives rise to a large change in the absorption spectra (from red to pale yellow) that is clearly visible to the naked eye.

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Cited by 62 publications
(17 citation statements)
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“…A click reaction‐generated triazole moiety is also a powerful tool to functionalize biomolecules because of its high selectivity and efficiency . Although many fluorescent sensors bearing a triazole moiety for Cu 2+ have been reported, a rhodamine‐based fluorescent chemodosimeter appended with 1,4‐disubstituted 1,2,3‐triazole moiety based on the hydrolysis mechanism has not been reported to detect Cu 2+ .…”
Section: Introductionmentioning
confidence: 99%
“…A click reaction‐generated triazole moiety is also a powerful tool to functionalize biomolecules because of its high selectivity and efficiency . Although many fluorescent sensors bearing a triazole moiety for Cu 2+ have been reported, a rhodamine‐based fluorescent chemodosimeter appended with 1,4‐disubstituted 1,2,3‐triazole moiety based on the hydrolysis mechanism has not been reported to detect Cu 2+ .…”
Section: Introductionmentioning
confidence: 99%
“…Zeng and Bai have utilized a similar approach in the design of their 8-hydroxyquinoline sulfide probe, which combines a fluorescein with a pendant 8-hydroxyquinoline ligand for copper binding [22]. Even though many reports are available for metal complex based H 2 S sensors, most of them have drawbacks including poor detection limit [23,24], longer response time [25], tedious synthetic procedure [26], use of organic solvent [27] or higher amount of co-solvent with water [28]. In addition, only few Cu(II) complex sensors can function in complete aqueous solution [29,30].…”
mentioning
confidence: 99%
“…Zn 2+ addition. 40 Proposed binding mechanism of the trimer 43 with that of metal ion Hrishikesan et al 120 reported a Cu 2+ -specific colorimetric sensing properties of bis-triazole-appended azobenzene receptors 45 (Fig. The ligand showed the ratiometric enhancement in the fluorescence emission intensity on increasing the zinc ion concentration and this emission signal intensity remain stable in the competitive addition of the alkali and alkaline earth metals except for Pb 2+ , Fe 3+ /Fe 2+ , and Hg 2+ which caused fluorescence quenching due to their paramagnetic and heavy atom effect.…”
Section: Macrocyclic Copper Sensormentioning
confidence: 99%