Synthesis and Characterization of Ni(II) and Cd(II) Complexes of 4-(4-Nitrophenylazo)- 1H-pyrazole-3,5-diamine and 4-(4-Methylphenylazo)-1H-pyrazole-3,5-diamine

Ragip Adiguzel1,*, Hasan Esener2, Zuhal Ergin3, Ebru Aktan2, Nevin Turan4 and Memet Sekerci3

1Department of Chemical Engineering, Faculty of Engineering, Tunceli University, 62000 Tunceli, Turkey

2Department of Chemistry, Faculty of Arts and Sciences, Gazi University, 06500 Ankara, Turkey

3Department of Chemistry, Faculty of Arts and Sciences, Firat University, 23169 Elazig, Turkey

4Department of Chemistry, Faculty of Arts and Sciences, Mus Alparslan University, 49100 Mus, Turkey

*Corresponding author: Fax: +90 428 2131861; Tel: +90 428 2131794; E-mail:;


In this study, the diazotized p-nitroaniline and p-methylaniline were coupled with malononitrile. The ring closure reaction of the obtained products with hydrazine monohydrate yielded 4-(4- methylphenylazo)-1H-pyrazole-3,5-diamine (L1) and 4-(4-nitrophenylazo)-1H-pyrazole-3,5- diamine (L2). The structure of the ligands has been elucidated by spectroscopic analyses. Then, novel Ni(II) and Cd(II) complexes of the ligands have been synthesized and the structures of these complexes determined by elemental analysis, spectrometric and TGA/DTA methods, molar conductance and magnetic susceptibility measurements. All the complexes were monomeric and diamagnetic. From the elemental analyses and mass spectra data, the complexes were proposed to the formulae [Ni2(L1)2(OH)2]·2Cl·8.5H2O, [Cd2(L1)2(OH)2]·2Cl·DMF·3H2O, [Ni(L2)2]·2Cl·2DMF·7H2O and [Cd2(L2)2(OH)2(H2O)4]·2Cl·1.5H2O. For the Cd(L2) complex octahedral geometry was proposed, but the Ni(L1), Ni(L2) and Cd(L1) complexes show four coordinated structure. The Ni(L1), Cd(L1) and Cd(L2) complexes were found to be dinuclear. On the other hand the Ni(L2) complex was found to be mononuclear. All the complexes were found to be (1:2) electrolytes.


4-(4-Nitrophenylazo)-1H-pyrazole-3,5-diamine and Metal complexes, 4-(4- Methylphenylazo)-1H-pyrazole-3,5-diamine and Metal complexes, Azodyes complexes.

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  • Asian J. Chem. /
  •  2011 /
  •  23(6) /
  •  pp 2795-2800