Bis-pyrene carbocations for chromogenic and fluorogenic dual-detection of fluoride anion in situ |
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Authors: | Lei Wang Wei Li Jing Lu Jing-Ping Zhang Hao Wang |
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Affiliation: | 1. CAS Key Laboratory for Biological Effects of Nanomaterials and Nanosafety, National Center for Nanoscience and Technology (NCNST), Beijing 100190, PR China;2. Faculty of Chemistry, Northeast Normal University, Changchun 130024, PR China |
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Abstract: | We have designed and synthesized a new carbocation precursor (carbinol) based on bis-pyrene derivative. The carbinol can be transformed to stable carbocations with quenched fluorescence and long wavelength absorption. The stable carbocations can be further used as fluoride anion detection in acidic environment, which show both chromogenic and fluorogenic responses in the presence of fluoride anion. UV–vis and fluorescence spectroscopy were utilized to monitor the changes during detection process. The responsive mechanism was studied by quantum chemical calculations and the results indicate that the carbocation mediated formation of C–F covalent bond leads to this dual responsive phenomenon. The bis-pyrene carbocations and corresponding F adduct was confirmed MALDI-TOF mass spectrum. The successful elucidation of this new mechanism opens a new avenue for carbocation-based sensor or biological labeling in the future. |
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Keywords: | Carbocations Fluoride detection In situ Dual-responsive |
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