The synthesis and fluorescence properties of novel chromenone-crown ethers

Gunduz C., Salan U. , Bulut M.

SUPRAMOLECULAR CHEMISTRY, cilt.22, sa.9, ss.491-498, 2010 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 22 Konu: 9
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1080/10610278.2010.483737
  • Sayfa Sayıları: ss.491-498


o-Dihyroxy-3-phenylchromenone derivatives, namely, 6,7-dihydroxy-3-(3',4'-dimethoxyphenyl)chromenone and 6,7-dimethoxy-3-(3',4'-dihydroxyphenyl)chromenone, were obtained from 2,4,5-trihydroxybenzaldehyde/3,4-dimethoxyphenylacetic acid and 2-hydroxy-4,5-dimethoxybenzaldehyde/3,4-dihydroxyphenylacetic acid, respectively, in the presence of acetic anhydride and sodium acetate under an inert atmosphere, after treatment with MeOH/HCl(aq). The chromenone-crown ethers were prepared from cyclic condensation of o-dihydroxy-3-phenylchromenones with poly(ethylene glycol) ditosylates in the presence of CH3CN/alkali metal carbonates. The chromatographically purified novel chromenone-crown ethers were identified by 1H NMR, MALDI-TOF mass spectrometry and elemental analysis. The fluorescence and UV-vis spectroscopic properties of the obtained chromenone-crown ethers and their complexes with Li+, Na+ and K+ perchlorate salts were estimated in acetonitrile. The quantum yields of novel chromenone-crown ethers were determined by the comparative method. [image omitted].