Thiophene and diethylaminophenol-based “turn-on” fluorescence chemosensor for detection of Al3+ and F in a near-perfect aqueous solution

Ha Young Jeong, Seong Youl Lee, Jiyeon Han, Mi Hee Lim, Cheal Kim

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

A new fluorescent sensor 1, based on thiophene and diethylaminophenol moieties, has been synthesized and its binding capabilities for metal-ion and anion recognition were investigated. The sensor 1 showed ‘turn-on’ fluorescence in the presence of Al3+ and F. The sensing behaviors of 1 with Al3+ and F were studied by using photophysical experiments, 1H NMR titration, and ESI-mass spectrometry analysis. The detection limits for the analysis of Al3+ and F were found to be 0.41 μM and 14.36 μM, respectively, which are below the WHO guidelines for drinking water (7.41 μM for Al3+ and 79 μM for F). Moreover, turn-on fluorescence of 1 toward Al3+ and F caused by intramolecular charge transfer (ICT) was well explained by density functional theory (DFT) calculations. Importantly, 1 could be used to detect Al3+ in the living cells.

Original languageEnglish
Pages (from-to)2690-2697
Number of pages8
JournalTetrahedron
Volume73
Issue number18
DOIs
StatePublished - 2017

Keywords

  • Aluminum
  • Cell imaging
  • Fluoride
  • Fluorometric
  • Theoretical calculations

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