Abstract
Through copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, new pyrene-appended triazole- and triazolium-based fluorescent probes have been synthesized and their binding capabilities for anion recognition were investigated. The probes showed different fluorescence behavior in response to fluoride (F-) ions. The probe bearing a triazolium moiety, displayed a high selectivity towards F- ions via C-HF- hydrogen bonding interaction and de-protonation that was accompanied by fluorescence "turn-on". Further, the experimental observations were well supported by 1H NMR spectroscopy and density functional theory (DFT) calculations.
Original language | English |
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Pages (from-to) | 248-254 |
Number of pages | 7 |
Journal | Dyes and Pigments |
Volume | 132 |
DOIs | |
Publication status | Published - 2016 Sept 1 |
Bibliographical note
Funding Information:This work was supported by the Mid-career Researcher Program (Grant No. NRF-2013R1A2A1A01015998 , S. Kim) and CRI project (Grant No. 2009-0081566 , J. S. Kim) from National Research Foundation of Korea grant funded by the Korean government (MSIP) . This work was also supported by Ministry of Science, ICT and Future Planning , subjected project to the project EDISON (Education-research Integration through Simulation On the Net, Grant No. 2012M3C1A6035359 , J. Y. Lee).
Publisher Copyright:
© 2016 Published by Elsevier Ltd.
Keywords
- 1,2,3-triazolium
- DFT calculation
- Fluorescent probe
- Fluoride detection
- Pyrene
ASJC Scopus subject areas
- General Chemical Engineering
- Process Chemistry and Technology