Exploring the emissive properties of New Azacrown compounds bearing aryl, furyl, or thienyl moieties: A special case of chelation enhancement of fluorescence upon interaction with Ca2+, Cu2+, or Ni 2+

E. Oliveira, Rosa M. F. Baptista, S.P.G. Costa, M.M.M. Raposo, C. Lodeiro

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

Three new compounds bearing furyl, aryl, or thienyl moieties linked to an imidazo-crown ether system (1, 2, and 3) were synthesized and fully characterized by elemental analysis, infrared, UV-vis absorption, and emission spectroscopy, X-ray crystal diffraction, and MALDI-TOF-MS spectrometry. The interaction toward metal ions (Ca2+, Cu2+, Ni 2+, and Hg2+) and F- has been explored in solution by absorption and fluorescence spectroscopy. Mononuclear and binuclear metal complexes using Cu2+ or Hg2+ as metal centers have been synthesized and characterized. Compounds 2 and 3 show a noticeable enhancement of the fluorescence intensity in the presence of Ca2+ and Cu2+ ions. Moreover compound 3 presents a dual sensory detection way by modification of the fluorimetric and colorimetric properties in the presence of Cu2+ or Hg2+. EPR studies in frozen solution and in microcrystalline state of the dinuclear Cu(II)3 complex revealed the presence of an unique Cu2+ type.
Original languageEnglish
Pages (from-to)10847-10857
Number of pages11
JournalInorganic Chemistry
Volume49
Issue number23
DOIs
Publication statusPublished - 6 Dec 2010

Keywords

  • calcium
  • chelating agent
  • copper
  • crown compound
  • fluorescent dye
  • imidazole derivative
  • metal
  • nickel
  • article
  • chemical structure
  • chemistry
  • electron spin resonance
  • mass spectrometry
  • spectrofluorometry
  • spectrophotometry
  • synthesis
  • X ray crystallography
  • Calcium
  • Chelating Agents
  • Copper
  • Crown Compounds
  • Crystallography, X-Ray
  • Electron Spin Resonance Spectroscopy
  • Fluorescent Dyes
  • Imidazoles
  • Metals
  • Models, Molecular
  • Nickel
  • Spectrometry, Fluorescence
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Spectrophotometry

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