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
Rok vydání: 2012
Předmět:
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