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Open Chemistry

formerly Central European Journal of Chemistry


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Volume 10, Issue 1

Issues

Volume 13 (2015)

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 Svechkarev / Andrey Doroshenko / Dmitry Kolodezny
Published Online: 2011-11-24 | DOI: https://doi.org/10.2478/s11532-011-0127-2

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 S1*-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.

Keywords: 3-hydroxychromones; ESIPT; Double proton transfer; Multi-banded fluorescence; Multiparametric fluorescent probes

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About the article

Published Online: 2011-11-24

Published in Print: 2012-02-01


Citation Information: Open Chemistry, Volume 10, Issue 1, Pages 205–215, ISSN (Online) 2391-5420, DOI: https://doi.org/10.2478/s11532-011-0127-2.

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