Rational Design of an ICT-Based Chemodosimeter with Aggregation-Induced Emission for Colorimetric and Ratiometric Fluorescent Detection of Cyanide in a Wide pH Range
An alkoxy-substituted 1,3-indanedione-based chemodosimeter 1 with an aggregation-induced emission (AIE) characteristic was rationally designed and synthesized for the ultrasensitive and selective sensing of cyanide in a wide pH range of 3.0–12.0. The nucleophilic addition of cyanide to the β-conjuga...
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Veröffentlicht in: | ACS omega 2021-03, Vol.6 (8), p.5287-5296 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | An alkoxy-substituted 1,3-indanedione-based chemodosimeter 1 with an aggregation-induced emission (AIE) characteristic was rationally designed and synthesized for the ultrasensitive and selective sensing of cyanide in a wide pH range of 3.0–12.0. The nucleophilic addition of cyanide to the β-conjugated carbon of the 1,3-indanedione group obstructs intramolecular charge transfer (ICT) and causes a significant change in the absorption and fluorescence spectra, enabling colorimetric and ratiometric fluorescent detection of cyanide in a 90% aqueous solution. The cyanide-sensing mechanism is supported by single-crystal X-ray diffraction analysis, time-dependent density functional theory (TD-DFT) calculations, and 1H NMR titration experiments. Sensor 1 exhibits strong yellow fluorescence in the solid state due to the AIE effect, and the paper probes containing 1 can be conveniently used to sense cyanide by the naked eye. Furthermore, chemodosimeter 1 was successfully used for sensing cyanide in real environmental water samples. |
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ISSN: | 2470-1343 2470-1343 |
DOI: | 10.1021/acsomega.0c05409 |