Synthesis of 8 -Hydroxyquinoline ..
Synthesis of 8-Hydroxyquinoline Derivatives as Novel Antitumor ..
Studies of structural, chemical and synthetic aspects of 8-hydroxyquinoline (8-HQ) and its derivatives are reviewed. A special emphasis is given to applications of recently developed 8-HQ derivatives in various fields such as OLEDs, , , and insecticidal agents.
First Safe and Practical Synthesis of 2-Amino-8-hydroxyquinoline.
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.