Synthesis, characterization and DFT investigation of aluminum complexes of aryl-substituted-8-hydroxyquinoline

Fakhreldin O. Suliman*, Saleh N. Al-Busafi, Moza Al-Risi, Khalifa N. Al-Badi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)


New aryl substituted 8-hydroxyquinoline derivatives have been synthesized. The compounds were characterized by 1H, 13C-NMR spectroscopy and mass spectrometry. The aluminum complexes of these derivatives show strong green emission in the range 530-535 nm with high quantum yield compared to the parent tris (8-hydroxyquinolinato)aluminum(III) complex. The structure of the aryl-substituted 8-hydroxyquinoline aluminum complexes in the ground state have been optimized at the B3LYP/6-31G (*) level of theory. The parent 8-hydroxyquinoline has also been examined using this method with the same basis set. A clear correlation between the shortening of the Al-N bond and red shift in the fluorescence emission band was observed. We have also found that substitution at the 5 and 7 position of the 8-hydroxyquinoline ligand cause simultaneous energy lowering of both highest occupied molecular orbital and the lowest unoccupied molecular orbital with the 5, 7-aryl substituted derivatives exhibiting the greatest effect.

Original languageEnglish
Pages (from-to)1153-1159
Number of pages7
JournalDyes and Pigments
Issue number3
Publication statusPublished - Mar 2012


  • 8-Hydroxyquinoline
  • Al(III) complex dyes
  • Luminescence
  • OLEDs
  • Suzuki coupling

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Process Chemistry and Technology


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