A stilbene-based compound (1) has been prepared and was highly selective for the detection of cyanide anion in aqueous media even in the presence of other anions, such as F-, Cl-, Br-, I -, ClO4-, H2PO4 -, HSO4-, NO3-, and CH3CO2-. A noticeable change in the color of the solution, along with a prominent fluorescence enhancement, was observed upon the addition of cyanide. The color change was observed upon the nucleophilic addition of the cyanide anion to the electron-deficient cyanoacrylate group of 1. The spectral changes induced by the reaction were analyzed by comparison with two model compounds, such as compound 2 with dimethyl substituents and compound 3 without a cyanoacrylate group. An intramolecular charge-transfer (ICT) mechanism played a key role in the sensing properties, and the mechanism was supported by DFT/TDDFT calculations. Sense and sensitivity: A highly efficient and selective colorimetric and ratiometric fluorescent sensor for detection of cyanide in aqueous media has been developed. This sensor exhibits a distinctive color change upon reaction with cyanide, along with significant fluorescence amplification. The sensing mechanism is discussed with the aid of spectral analyses and DFT/TDDFT calculations.
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Pen, Y. (Contributor), Liau, K. (Contributor), Tu, C. (Contributor), Sun, C. (Contributor), Wen, Y. (Contributor), Lin, Y. (Contributor), Su, W. (Contributor) & Chow, T. J. (Contributor), The Cambridge Structural Database, 1 Dec 2012