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 journalArticle

2 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 Sep 1

Fingerprint

Fluorides
Bearings (structural)
Fluorescence
Ions
Deprotonation
Triazoles
Alkynes
Azides
Cycloaddition
Fluorescent Dyes
Nuclear magnetic resonance spectroscopy
Density functional theory
Anions
Copper
Hydrogen bonds
Pyrene
Negative ions
pyrene

Keywords

  • 1,2,3-triazolium
  • DFT calculation
  • Fluorescent probe
  • Fluoride detection
  • Pyrene

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Process Chemistry and Technology

Cite this

Triazolium-promoted highly selective fluorescence "turn-on" detection of fluoride ions. / Cho, Jihee; Kim, Illan; Moon, Jong Hun; Singh, Hardev; Jung, Hyo Sung; Kim, Jong Seung; Lee, Jin Yong; Kim, Sanghee.

In: Dyes and Pigments, Vol. 132, 01.09.2016, p. 248-254.

Research output: Contribution to journalArticle

Cho, Jihee ; Kim, Illan ; Moon, Jong Hun ; Singh, Hardev ; Jung, Hyo Sung ; Kim, Jong Seung ; Lee, Jin Yong ; Kim, Sanghee. / Triazolium-promoted highly selective fluorescence "turn-on" detection of fluoride ions. In: Dyes and Pigments. 2016 ; Vol. 132. pp. 248-254.
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