Chinese Journal of Organic Chemistry >
Synthesis and Recognition Properties of Fluoroborodipyrrole Fluorescent Probes Based on Fluorine Triggered Cascade Releasing
Received date: 2020-07-02
Revised date: 2020-08-12
Online published: 2020-10-12
Supported by
the Natural Science Foundation of Shanghai(17ZR1429900); the Opening Fund of Shanghai Key Laboratory of Chemical Biology(); the Opening Fund of Shanghai Key Laboratory of Chemical Biology, the Chemical Engineering and Technology (Perfume and Aroma Technology) of Shanghai Plateau Discipline and the Development Foundation of Young Scientific Talents of Shanghai Institute of Technology(ZQ2019-15)
4-Hydroxy-fluoroborodipyrrole is used as fluorophore, and tert-butyldiphenylsilyl (TBDPS) is used as protective group for active hydroxyl groups. A novel fluoroborodipyrrole type of fluoride ion fluorescent probeR based on fluorine ion causing cleavage of Si—O bond to trigger cascade releasing was designed and synthesized. Spectral experimental studies showed that after the interaction of the fluorescent probe and fluoride ion, a new absorption peak appeared at 605 nm in the ultraviolet absorption spectrum. The solution includingR changed from orange to blue, the maximum emission peak at 514 nm in the fluorescence emission spectrum decreased, and the fluorescence color changed from green to fluorescence quenching. In addition, the use of fluorescent probeR under the test paper conditions also enables the naked eye detection of fluoride ions.
Key words： fluoroborodipyrrole; fluorescent probe; fluoride ion; detection
Xi Chen , Chen Gao , Chao Fu , Tingting Zhu , Zhenjiang Liu , Chuanxiang Liu . Synthesis and Recognition Properties of Fluoroborodipyrrole Fluorescent Probes Based on Fluorine Triggered Cascade Releasing[J]. Chinese Journal of Organic Chemistry, 2021 , 41(1) : 303 -309 . DOI: 10.6023/cjoc202007008
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