Triazolium-promoted highly selective fluorescence "turn-on" detection of fluoride ions

Jihee Cho, Illan Kim, Jong Hun Moon, Hardev Singh, Hyo Sung Jung, Jong Seung Kim, Jin Yong Lee, Sanghee Kim

    Research output: Contribution to journalArticlepeer-review

    13 Citations (Scopus)

    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 languageEnglish
    Pages (from-to)248-254
    Number of pages7
    JournalDyes and Pigments
    Volume132
    DOIs
    Publication statusPublished - 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

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