Killing two birds with one stone: phosphorylation by a tabun mimic and subsequent capture of cyanide using a single fluorescent chemodosimeter

In the presence of the tabun mimic diethylcyanophosphonate (DECP), a fluorescent bifunctional coumarinenamine chemodosimeter is first phosphorylated and subsequently attacked by the released cyanide ions. The reaction is disclosed in both the UV-vis and fluorescence spectra and confirmed by NMR expe...

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Bibliographic Details
Published in:New journal of chemistry 2022-11, Vol.46 (44), p.21278-21286
Main Authors: Mia, Rashid, Cragg, Peter J, Fronczek, Frank R, Wallace, Karl J
Format: Article
Language:English
Subjects:
Coumarin
Fluorescence
NMR
Nuclear magnetic resonance
Phosphorylation
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Summary:In the presence of the tabun mimic diethylcyanophosphonate (DECP), a fluorescent bifunctional coumarinenamine chemodosimeter is first phosphorylated and subsequently attacked by the released cyanide ions. The reaction is disclosed in both the UV-vis and fluorescence spectra and confirmed by NMR experiments. DFT calculations support that the bis-adduct as the most thermodynamically stable species. The X-ray structure of the chemodosimeter is also reported. In the presence of the tabun mimic diethylcyanophosphonate (DECP), a fluorescent bifunctional coumarinenamine chemodosimeter is first phosphorylated and subsequently attacked by the released cyanide ions.
ISSN:1144-0546
1369-9261
DOI:10.1039/d2nj04014j