Ring expansion of spiro-thiolactam in rhodamine scaffold: switching the recognition preference by adding one atom
Autor: | Shu-Dong Zhang, Xin Cai, Hong Zheng, Qing-Na Bian, Cong Wu, Shi-Yao Yang, Yun-Bao Jiang, Bian-Guo Zhang |
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Rok vydání: | 2012 |
Předmět: |
inorganic chemicals
Fluorophore Molecular Structure Rhodamines Organic Chemistry Water Mercury Ring (chemistry) Photochemistry Biochemistry Fluorescence Combinatorial chemistry Rhodamine chemistry.chemical_compound Hydrazines chemistry Isothiocyanate Atom Rhodamine B Moiety Spiro Compounds Physical and Theoretical Chemistry Copper Fluorescent Dyes |
Zdroj: | Organic letters. 14(16) |
ISSN: | 1523-7052 |
Popis: | A new rhodamine spiro scaffold with a six-membered reactive ring was developed by inserting a nitrogen atom in the known probe rhodamine B spiro thiohydrazide, which switched the recognition preference of the probe from Hg(2+) to Cu(2+). This probe is shown to be an efficient "turn-on" fluorescent chemodosimeter for Cu(2+) in a neutral aqueous medium. Mechanism studies suggested that the probe opened its spiro-ring by a Cu(2+)-induced transformation of the cyclic thiosemicarbazide moiety to an isothiocyanate group. |
Databáze: | OpenAIRE |
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