Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide
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[DOUBLE B...
| Main Authors: | , , , , , , |
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| Format: | Journal Article |
| Language: | English |
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2014
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| Online Access: | https://hdl.handle.net/10356/102851 http://hdl.handle.net/10220/19205 |
| _version_ | 1811697202925404160 |
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| author | Li, Junbo Gao, Junkuo Xiong, Wei-Wei Li, Pei-Zhou Zhang, Huacheng Zhao, Yanli Zhang, Qichun |
| author2 | School of Materials Science & Engineering |
| author_facet | School of Materials Science & Engineering Li, Junbo Gao, Junkuo Xiong, Wei-Wei Li, Pei-Zhou Zhang, Huacheng Zhao, Yanli Zhang, Qichun |
| author_sort | Li, Junbo |
| collection | NTU |
| description | 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[DOUBLE BOND]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). |
| first_indexed | 2024-10-01T07:51:31Z |
| format | Journal Article |
| id | ntu-10356/102851 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:51:31Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-10356/1028512020-06-01T10:21:21Z Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide Li, Junbo Gao, Junkuo Xiong, Wei-Wei Li, Pei-Zhou Zhang, Huacheng Zhao, Yanli Zhang, Qichun School of Materials Science & Engineering School of Physical and Mathematical Sciences DRNTU::Science::Chemistry 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[DOUBLE BOND]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). 2014-04-09T08:42:58Z 2019-12-06T21:01:11Z 2014-04-09T08:42:58Z 2019-12-06T21:01:11Z 2014 2014 Journal Article Li, J., Gao, J., Xiong, W.-W., Li, P.-Z., Zhang, H., Zhao, Y., et al. (2014). Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide. Chemistry - An Asian Journal, 9(1), 121-125. 1861-4728 https://hdl.handle.net/10356/102851 http://hdl.handle.net/10220/19205 10.1002/asia.201301144 en Chemistry - an Asian journal © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| spellingShingle | DRNTU::Science::Chemistry Li, Junbo Gao, Junkuo Xiong, Wei-Wei Li, Pei-Zhou Zhang, Huacheng Zhao, Yanli Zhang, Qichun Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide |
| title | Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide |
| title_full | Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide |
| title_fullStr | Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide |
| title_full_unstemmed | Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide |
| title_short | Pyridinium-fused pyridinone : a novel “turn-on” fluorescent chemodosimeter for cyanide |
| title_sort | pyridinium fused pyridinone a novel turn on fluorescent chemodosimeter for cyanide |
| topic | DRNTU::Science::Chemistry |
| url | https://hdl.handle.net/10356/102851 http://hdl.handle.net/10220/19205 |
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