Synthesis, structural characterization, biological evaluation and industrial application of (E)-4-((5-chloro-2-hydroxyphenyl)diazenyl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one and its metal complexes
نویسندگان
1 Medical Laboratory Technology Department, College of Medical Technology, The Islamic University, Najaf, Iraq
2 Department of Chemistry, College of Education for Pure Science /Ibn-Al-Haitham, University of Baghdad
3 Al-Esraa University, College of Dentistry
4 University of Babylon, College of Science, Chemistry department, Hilla, Iraq
doi
10.22034/crl.2024.490959.1480چکیده
The reaction of 1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one with one equivalent of 4-chlorophenol by coupling reaction afforded (E)-4-((5-chloro-2- hydroxyphenyl)diazenyl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one. Then azo ligand was characterize using spectroscopic studies ( FTIR,UV-Vis, 1H and 13CNMR, Mass) also micro-elemental analysiz (C.H.N.O). Transition metal chelation with Co(II), Ni(II), Cu(II), and Zn(II) was investigated, revealing 1:2 metal-to-ligand stoichiometry with octahedral geometry. The biological, and industrial application for the azo ligand and it is complexes were evaluated,demonstrating antimicrobial activity against bacterial and fungal strains, with the Zn(II) complex exhibiting superior inhibition. Additionally, the prepared compounds were applied as dyes for cotton fabrics, showcasing excellent stabilityand vibrancy under testing conditions. The study highlights the dual functionality of these compounds in biological and industrial applications.
