Pyridinium‐Fused Pyridinone: A Novel “Turn‐on” Fluorescent Chemodosimeter for Cyanide |
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| Authors: | Junbo Li Junkuo Gao Wei‐Wei Xiong Pei‐Zhou Li Huacheng Zhang Yanli Zhao Qichun Zhang |
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| Institution: | 1. School of Materials Science and Engineering, Nanyang Technological University, Singapore 639798 (Singapore);2. School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan, Hubei Province, 430074 (P.R. China);3. Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637459 (Singapore) |
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| Abstract: | A new chemodosimeter based on pyridinium‐fused pyridinone iodide ( PI ) has been obtained through a “clean reaction” method. This compound can detect CN? in aqueous solution with a high selectivity and rapid response. The detection of CN? occurs through the nucleophilic attack of CN? on the C?N bond, which induces the destruction of the π‐conjugation on the pyridinium ring. Support of this detection mechanism was obtained by 1H NMR titration, HR‐MS, and DFT calculations. Upon the addition of 10 equivalents CN? to a solution of PI in THF/H2O (1:1, v/v), a 57‐fold enhancement in fluorescence intensity was observed at the maximum emission wavelength of 457 nm. Meanwhile, the maximum absorption wavelength was also blue‐shifted from 447 nm to 355 nm. Other common anions such as BF4?, PF6?, F?, Cl?, Br?, I?, H2PO4?, ClO4?, CH3COO?, NO2?, N3?, and SCN? had little effect on the detection of CN?. The response time of PI for CN? was less than 5 seconds. The detection limit was calculated to be 5.4×10?8 M , which is lower than the maximum permission concentration in drinking water (1.9 μM ) set by the World Health Organization (WHO). |
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| Keywords: | chemodosimeter cyanide anions fluorescence pyridinium pyridinone sensors |
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