文献类型：期刊文献

英文题名：BODIPY-based sulfoxide: Synthesis, photophysical characterization and response to benzenethiols

作者：Zhao, Chunchang[1,2];Wang, Xuzhe[1,2];Cao, Jian[1,2];Peng, Peng[1,2];Zhang, Jinxin[1,2];Zhang, Yanfen[1,2];Yang, Yang[1,2];Yang, Zhenjun[3]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Peking Univ, Sch Pharmaceut Sci, Natl Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China

年份：2013

卷号：96

期号：2

起止页码：328

外文期刊名：DYES AND PIGMENTS

收录：;EI(收录号：20124915754603);WOS:【SCI-EXPANDED(收录号:WOS:000313762300003)】；

基金：We gratefully acknowledge the financial support by the National Science Foundation of China (grant no.: 20902021, 21172071, 21190033), the Scientific Research Foundation for the Returned Overseas Chinese Scholars (State Education Ministry) and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：BODIPY-based sulfoxide; Benzenethiols; Ratiometric fluorescence response; Chemodosimeter; Chemospecific reduction; Hypsochromic shifts

摘要：Two BODIPY dyes bearing a sulfur containing function at the 3-position are reported. The 3-benzylthio compound shows spectroscopic features of the classical BODIPY platform, showing minor solvent dependent spectral shift, a relative small Stokes shift and a high fluorescence quantum yield. Oxidation of the sulfur atom to the sulfoxide leads to a large hypsochromic shift in absorption and emission. We also demonstrated that the sulfoxide derivative can be used as a ratiometric fluorescent chemodosimeter for highly toxic benzenethiols in aqueous media. In this dosimeter the sulfoxide is chemospecifically reduced by benzenethiols to obtain the original oxidation state of the sulfur atom, accompanied with a drastic ratiometric fluorescence response. Furthermore, the probe features excellent selectivity over other competing analytes, moderate signal response times and a good linearity range for quantification. All these features render the sensor suitable for detection of benzenethiols in environmental settings. (C) 2012 Elsevier Ltd. All rights reserved.