A 3-hydroxychromone with dramatically improved fluorescence properties

Klymchenko A., Ozturk T., PIVOVARENKO V., DEMCHENKO A.

TETRAHEDRON LETTERS, vol.42, no.45, pp.7967-7970, 2001 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 42 Issue: 45
  • Publication Date: 2001
  • Doi Number: 10.1016/s0040-4039(01)01723-3
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.7967-7970
  • Istanbul Technical University Affiliated: No


A new 3-hydroxychromone derivative, 2-(6-diethylaminobenzo[b]furan-2-yl)-3-hydroxychromone. has been synthesized by a concise route. Possessing dual emission common for 3-hydroxyflavones, it exhibits strong red shifts of both absorption and fluorescence spectra, which makes it the longest wavelength fluorescent dye among all known chromones. It also demonstrates a significant increase in fluorescence quantum yield in aprotic solvents and shift in solvent-polarity-dependent switch between normal and tautomer emissive forms. This derivative offers new possibilities in designing novel molecular sensors. (C) 2001 Elsevier Science Ltd. All rights reserved.