Molecules (Dec 2024)
Synthesis, Characterization and Catalytic/Antimicrobial Activities of Some Transition Metal Complexes Derived from 2-Floro-N-((2-Hydroxyphenyl)Methylene)Benzohydrazide
Abstract
Background: In the last few decades, the field of coordination chemistry has grown very fast, especially in the fields of pharmaceutical, biological and catalytic studies. In ancient times, metals were thought to be beneficial to health issues but nowadays the link between organic–metal substances and different industrial and medicinal properties is well established. Methods: A Schiff base ligand (2-fluoro-N’-[(E)-2-hydroxyphenyl) methylene] benzohydrazide) was reacted with a series of transition metals to produce complexes with a general formula [ML2(NO3)]NO3.nH2O, where [M = Zn, Cu, Co, Ni, Mn], and [n = 0, 1], corresponding to complexes 1–5. The nature of the bond was determined in the solid state and solution using spectral studies (1H-NMR, 13C-NMR, UV-Vis and FT-IR), TGA, EPR, elemental analysis and molar conductivity measurement. Results: All M(II) complexes are 1:1 electrolytes, as illustrated by their molar conductivities. The results demonstrate that all synthesized complexes present a coordination number of six by the bonding of the bidentate ligand via its azomethine nitrogen atoms and carbonyl oxygen atoms, as well as with one nitrate group as a bidentate ligand via two oxygen atoms. The DPPH radical scavenging technique was used to investigate the antioxidant activities of the ligand [L] and the metal complexes. It is clear that the activity increased in M (II) complexes compared to the Schiff base ligand. Complex 5 showed the highest activity, with an excellent activity of 90.4%, while complex 4 showed the lowest. The antibacterial activities of the Schiff base and its complexes have been examined against various pathogenic bacteria to measure their inhibition potential. Complex 2 showed remarkable activity against Gram (+) bacteria and fungi with an MIC value of 8 μg/mL, which is greater than that of the positive controls, oxytetracycline and fluconazole. The catalytic activities of all complexes were examined in the oxidation of aniline, and the results illustrated that all complexes had a 100% selectivity in producing only azobenzene, and complex 4 had the highest activity (91%). Conclusion: The obtained results from this study show that the antioxidant and antibacterial properties of both the Schiff base ligand and its derived complexes are promising, with some demonstrating remarkable activities. Moreover, the catalytic activities and selectivities of the prepared complexes in aniline oxidation are interesting.
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