An activated coumarin-enamine Michael acceptor for CN

Two coumarin-enamine chemodosimeters have been synthesized in three steps. They have been shown to selectively detect the cyanide ion with a fluorescent response (t(1/2) = 20 s) and a limit Of detection approximately 4.2 ppb in DMSO. The X-ray crystal structure of the thermodynamically stable E-(ket...

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Bibliographic Details
Published inNew journal of chemistry Vol. 38; no. 10; pp. 4678 - 4683
Main Authors Davis, Aaron B., Lambert, Rachel E., Fronczek, Frank R., Cragg, Peter J., Wallace, Karl J.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.10.2014
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
RECEPTOR CHEMISTRY HIGHLIGHTS
CHEMOSENSOR
ANION
INHIBITION
SOLVENTS
INTRAMOLECULAR PROTON-TRANSFER
ACETATE
PROBE
CYANIDE
FLUORIDE
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Summary:Two coumarin-enamine chemodosimeters have been synthesized in three steps. They have been shown to selectively detect the cyanide ion with a fluorescent response (t(1/2) = 20 s) and a limit Of detection approximately 4.2 ppb in DMSO. The X-ray crystal structure of the thermodynamically stable E-(keto) enamine isomer of one compound was obtained and exhibited offset it-stacking.
ISSN:1144-0546
1369-9261
DOI:10.1039/c4nj00862f