Synthesis of pi-Extended Coumarins and Evaluation of Their Precursors as Reactive Fluorescent Probes for Mercury Ions
SCIE
SCOPUS
- Title
- Synthesis of pi-Extended Coumarins and Evaluation of Their Precursors as Reactive Fluorescent Probes for Mercury Ions
- Authors
- Kim, I; Kim, D; Sambasivan, S; Ahn, KH
- Date Issued
- 2012-09
- Publisher
- Wiley Online Library
- Abstract
- An efficient synthetic route to pi-extended coumarin derivatives and their precursors that contain amino substituents has been developed. The synthesis involves monosubstitution of 2,7-dihydroxynaphthalene with dimethylamine through the Bucherer reaction. The extended coumarins emit at much longer wavelengths and with higher quantum yields relative to a related coumarin. Two vinyl ethers, precursors of the extended coumarins, were prepared and evaluated as reactive probes for Hg2+ ions. The vinyl ethers undergo hydrolysis promoted by Hg2+ ions to produce the extended coumarins at physiological pH (pH 7.4) and room temperature, which is accompanied by fluorescence in the "turn-on" mode. The vinyl ethers do not respond to various other metal species. The extended coumarins and their precursors are versatile sensing platforms for Hg2+ ions, as well as for the development of related reaction-based sensing systems.
- Keywords
- coumarins; fluorescent probes; iminocoumarins; mercury; vinyl ethers; CHEMODOSIMETER; RECOGNITION; SENSORS; LASER; DYES
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/16033
- DOI
- 10.1002/AJOC.201200034
- ISSN
- 2193-5807
- Article Type
- Article
- Citation
- ASIAN JOURNAL OF ORGANIC CHEMISTRY, vol. 1, no. 1, page. 60 - 64, 2012-09
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