Theoretical and experimental studies on the fluorescence properties of aluminum(III), cadmium(II), zinc(II), and copper(II) complexes of substituted 8-hydroxyquinoline

Fifty-five 8-hydroxyquinoline (8-HQ) derivatives are synthesized and the corresponding aluminum(III), cadmium(II), copper(II), and zinc(II) metal complexes are prepared and their fluorescent activities are evaluated. The results indicate that the aluminum complexes have the best fluorescence propert...

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Bibliographic Details
Published in:Journal of chemical research 2021-05, Vol.45 (5-6), p.623-634
Main Authors: Yuanyuan, Zhang, Hongrui, Cheng, Qingrong, Sun, Hongli, Chen, Weiqing, Yang, Menglin, Ma
Format: Article
Language:English
Subjects:
Aluminum
Cadmium
Coordination compounds
Copper
Copper compounds
Doppler effect
Fluorescence
Halogens
Hydroxyquinoline
Molecular orbitals
Red shift
Substitutes
Zinc
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Summary:Fifty-five 8-hydroxyquinoline (8-HQ) derivatives are synthesized and the corresponding aluminum(III), cadmium(II), copper(II), and zinc(II) metal complexes are prepared and their fluorescent activities are evaluated. The results indicate that the aluminum complexes have the best fluorescence properties, followed by zinc and cadmium complexes, while almost no fluorescence is observed with the copper complexes. The relationship between the fluorescence properties and complex structure is summarized and a predictive three-dimensional quantitative structure–property relationship model is established using the multifit molecular alignment rule of Sybyl program. With the introduction of groups at the C-2 position or electron-withdrawing groups to the 8-hydroxyquinoline framework, fluorescence wavelength blue shifts are observed with the zinc, aluminum, and cadmium complexes. At the same time, a red shift of the fluorescence emission wavelength is detected for the aluminum and zinc complexes when C-5 of 8-hydroxyquinoline was substituted with halogens or a methyl group. Moreover, the zinc, cadmium, and aluminum complexes with 2,4-dimethyl substituents on the 8-hydroxyquinoline all show good fluorescence properties. The highest occupied molecular orbital and lowest unoccupied molecular orbital energies of the complexes are also calculated and the fluorescence properties of the metal complexes are analyzed from the viewpoint of molecular orbitals.
ISSN:1747-5198
2047-6507
DOI:10.1177/1747519820973601