Fluorescent "turn-Off" detection of fluoride and cyanide ions using zwitterionic spirocyclic meisenheimer compounds

Marina Benet, Marc Villabona, Carles Llavina, Silvia Mena, Jordi Hernando, Rabih O. Al-Kaysi, Gonzalo Guirado

Research output: Contribution to journalArticleResearchpeer-review

7 Citations (Scopus)

Abstract

© 2017 by the authors. Stable zwitterionic spirocyclic Meisenheimer compounds were synthesized using a one-step reaction between picric acid and diisopropyl (ZW1) or dicyclohexyl (ZW3) carbodiimide. A solution of these compounds displays intense orange fluorescence upon UV or visible light excitation, which can be quenched or "turned-off" by adding a mole equivalent amount of F- or CN-ions in acetonitrile.Fluorescence is not quenched in the presence of other ions such as Cl-, Br-, I-, NO2-, NO3-, or H2PO4- These compounds can therefore be utilized as practical colorimetric and fluorescent probes for monitoring the presence of F- or CN- anions.
Original languageEnglish
Article number1842
JournalMolecules
Volume22
Issue number11
DOIs
Publication statusPublished - 1 Nov 2017

Keywords

  • Colorimetric
  • Cyanide
  • Fluorescence
  • Fluoride
  • Meisenheimer complex
  • Spirocyclic
  • Zwitterionic

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