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A Benzodithiophene‐Based Fluorescence Probe for Rapid Detection of Fluoride Ion
Authors:Wenbin Tan  Taohua Leng  Guoqiao Lai  Zhifang Li  Jiefei Wu  Yongjia Shen  Chengyun Wang
Affiliation:1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China;2. National Food Quality Supervision and Inspection Center (Shanghai)/Shanghai Institute of Quality Inspection and Technical Research, Shanghai 200233, China;3. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, Zhejiang 310012, China
Abstract:A novel and simple fluorescence probe was synthesized from benzo[1,2‐b:4,5‐b′]dithiophene (BDT) and trimethylsilylethyne via Sonogashira reaction, and showed highly selective and sensitive fluorescence decreasing response towards F?. The probe molecule turned to a weakly fluorescent terminal alkyne moiety because its trimethylsilyl (TMS) group was cleaved by fluoride, which was proved by 1H NMR titration. Whereas no distinct fluorescent changes were observed with the addition of other anions, such as Cl?, Br?, I?, AcO? and H2PO4?. Upon the addition of F?, the maximum fluorescence emission wavelength shifted from 460 nm to 450 nm with a decrease of fluorescence intensity by 40% within 20 s. Moreover, the detection limit towards F? was calculated to be as low as 73.5 nmol/L.
Keywords:fluorescent probe  benzodithiophene  fluoride anion  trimethylsilylethynyl group
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