1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2-yl)-benzene (bis-flavonol): Synthesis, spectral properties and principle possibility of the excited state double proton transfer reaction

Denis A. Svechkarev, Andrey O. Doroshenko, Dmitry Yu Kolodezny

Research output: Contribution to journalArticlepeer-review

Abstract

Synthesis and systematic investigation of the spectral-luminescent properties of "bis-flavonol" {1,4-bis-(3-hydroxy-4-oxo-4H-chromen-2- yl)-benzene} were performed. Hypothetical possibility for the double excited-state proton transfer reaction in bis-flavonol is discussed based on both quantum-chemical modeling and experimental data. Consecutive S 1*-state transfer of the two protons of the title molecule is shown to be energetically unfavorable, however, still preserving a possibility for the concerted double proton transfer in the excited dienol form.

Original languageEnglish (US)
Pages (from-to)205-215
Number of pages11
JournalCentral European Journal of Chemistry
Volume10
Issue number1
DOIs
StatePublished - Feb 2012
Externally publishedYes

Keywords

  • 3-hydroxychromones
  • Double proton transfer
  • ESIPT
  • Multi-banded fluorescence
  • Multiparametric fluorescent probes

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Chemistry

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