Fluorescent properties of hydrogen-bonded ellipticine: A special effect of fluoride anion

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8 Citations (Scopus)

Abstract

Fluorescence properties of ellipticine, a plant alkaloid, was studied in the presence of hydrogen-bond acceptors, such as F-, CH3COO-, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and N-methylimidazole in different solvents. Global analysis of the spectrophotometric titration data proved that ellipticine deprotonation in the ground state occurred only in the case of the interaction with two F- anions in acetonitrile. The fluorescence band of the 1:1 complex of anions showed large Stokes shift implying significant proton displacement upon excitation along the hydrogen-bond. The lack of ellipticine-DBU complex emission was rationalized by quick proton transfer in the excited state. The kinetics and mechanism of the excited ellipticine quenching were also revealed.

Original languageEnglish
Pages (from-to)82-87
Number of pages6
JournalJournal of Photochemistry and Photobiology A: Chemistry
Volume182
Issue number1
DOIs
Publication statusPublished - Aug 20 2006

Keywords

  • Ellipticine
  • Fluorescence
  • Hydrogen bonding
  • Proton transfer
  • Quenching

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Physics and Astronomy(all)

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