A cyanide-triggered hydrogen-bond-breaking deprotonation mechanism: fluorescent detection of cyanide using a thioacetohydrazone-functionalized bispillar[5]arene
Autor: | Bing-Bing Han, Qi Lin, You-Ming Zhang, Tai-Bao Wei, Jin-Fa Chen, Jin-Dong Ding, Hong Yao, X.H. Jiang |
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Rok vydání: | 2018 |
Předmět: |
010405 organic chemistry
Hydrogen bond Cyanide Intermolecular force General Chemistry 010402 general chemistry Photochemistry 01 natural sciences Fluorescence Fluorescence spectra Catalysis 0104 chemical sciences Ion chemistry.chemical_compound Deprotonation chemistry Materials Chemistry Fluorescence response |
Zdroj: | New Journal of Chemistry. 42:1271-1275 |
ISSN: | 1369-9261 1144-0546 |
DOI: | 10.1039/c7nj03937a |
Popis: | A novel sensor (AHP5) comprising a thioacetohydrazone-bridged bispillar[5]arene was developed and shown to fluorescently sense cyanide ions. The sensor manifested a response specific to cyanide over other common anions (SCN−, AcO−, HSO4−, H2PO4−, I−, Br−, ClO4−, Cl−, and F−) in DMSO/H2O (9 : 1, v/v) solution. Upon treatment with cyanide, AHP5 exhibited a significant fluorescence response accompanied by marked changes in its fluorescence spectra. Furthermore, competitive anions had no obvious influence on the probing behavior. Notably, investigation of the recognition mechanism indicated that AHP5 recognized CN− through a deprotonation procedure accompanied by the breaking of intermolecular hydrogen bonds. Furthermore, the sensor was successfully applied to the detection of cyanide in cyanide-containing water samples. |
Databáze: | OpenAIRE |
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