文献类型：期刊文献

英文题名：Development of an Indole-Based Boron-Dipyrromethene Fluorescent Probe for Benzenethiols

作者：Zhao, Chunchang[1];Zhou, Yu;Lin, Qiuning;Zhu, Linyong;Feng, Peng;Zhang, Yulin;Cao, Jian

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2011

卷号：115

期号：4

起止页码：642

外文期刊名：JOURNAL OF PHYSICAL CHEMISTRY B

收录：;EI(收录号：20110913712958);WOS:【SCI-EXPANDED(收录号:WOS:000286639500005)】；

基金：We gratefully acknowledge the financial support by the National Science Foundation of China (Grant No. 20902021), the Scientific Research Foundation for the Returned Overseas Chinese Scholars (State Education Ministry), Key Laboratory of Photochemical Conversion and Optoelectronic Materials (TIPC, CAS), and the East China University of Science and Technology research funds.

语种：英文

外文关键词：Boron - Dies - Polycyclic aromatic hydrocarbons - Emission spectroscopy - Fluorescence - Fluorescence spectroscopy - pH

摘要：Discrimination between chemically related benzenethiols and aliphatic thiols represents a big problem. In this paper, a fluorescent probe, Bodipy-1, containing an indole-based Bodipy as a fluorophore and a 2,4-dinitrobenzenesulfonyl group as a recognition unit was constructed to achieve the selectivity between them. The Bodipy group in the prepared probe was selectively released through aromatic nucleophilic substitution by thiolate anions from benzenethiols, resulting in blue-red switching in the emission spectra in buffer solutions; that is, two new peaks of the phenol/phenolate state of Bodipy-2 at 565 and 629 nm appeared in emission spectra. By varying the pH value from 6.6 to 8.8, the intensity ratio of I-565/I-629 varies from 2.0 to 0.3 after complete conversion to Bodipy-2, a ca. 7-fold emission ratio change. This ratiometric emission property by varying the pH value makes Bodipy-1 a promising probe to discriminate benzenethiols from aliphatic thiols by careful selection of the reaction pH.