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Synthesis and Structure of 4-Chloro-2-{[5-(diethylamino)-2-hydroxybenzylidene]amino}phenol and Its Metal Complexes

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Abstract

The present study is devoted to the synthesis of 4-chloro-2-{[5-(diethylamino)-2-hydroxybenzylidene]amino}phenol and its transition metal complexes. Synthesis of the ligand has been achieved by the condensation reaction of N,N-diethylsalicylaldehyde with 4-chloro-2-aminophenol in acidic medium. Metals complexes of the ligand with different transition metal ions [M2+= Mn(II), Fe(II), Co(II), Ni(II), Cu(II), Zn(II), Cd(II), Hg(II), and Pd(II)] have been accumulated in alcoholic media and characterized by spectroscopic methods. UV-Vis analysis of the complexes indicates the ligand coordination to the metal ions via both OH groups and the azomethine nitrogen atom, acting as a tridentate ligand. Anticancer tests of selected complexes demonstrate moderate in vitro activity of Cu(II) complex against HeLa cell line.

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Authors and Affiliations

  1. Department of Chemistry, Quaid-i-Azam University, 45320, Islamabad, Pakistan

    N. Abbas, G. Shabir, A. Saeed & S. A. Tirmizi

  2. Departamento de Física, Facultad de Ciencias Exactas, Universidad Nacional de La Plata and Institute IFLP (CONICET, CCT-La Plata), 1900, La Plata, Argentina

    G. A. Echeverría & O. E. Piro

  3. CEQUINOR (UNLP, CONICET-CCT La Plata), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 1900, La Plata, Argentina

    M. F. Erben

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  1. N. Abbas
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  2. G. Shabir
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  3. A. Saeed
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  4. S. A. Tirmizi
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  5. G. A. Echeverría
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Correspondence to A. Saeed.

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Abbas, N., Shabir, G., Saeed, A. et al. Synthesis and Structure of 4-Chloro-2-{[5-(diethylamino)-2-hydroxybenzylidene]amino}phenol and Its Metal Complexes. Russ J Gen Chem 90, 2376–2380 (2020). https://doi.org/10.1134/S1070363220120233

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  • DOI: https://doi.org/10.1134/S1070363220120233

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