Synthesis, Characterization and Applications of the Synthesized Copper(II) Complexes Containing Schiff Base Ligands in Antimicrobial Activities and Catalytic Reduction of Nitroaromatic Compound

Abstract

This articles describes the preparations of a series of Schiff base ligands [L1], [L2], and [L3] and their corresponding copper(II) complexes; [C1], [C2] and [C3]. The synthesized ligands and their copper(II) complexes were characterized using Fourier Transform Infrared (FTIR), Nuclear Magnetic Resonance (NMR) and Ultraviolet-visible (UV-Vis) spectroscopy. The ability of the compounds to inhibit bacteria species were tested against E. Coli, Staphyllococcus and Streptococcus bacterial. The results revealed that all the compounds were active against bacteria species. The inhibition rate is in order L3>L2>L1 for ligands and C3>C2>C1 for complexes. The catalytic activities of the synthesized copper(II) complexes were evaluated in the reduction of aromatic compounds in the presence of sodium borohydride which acts as reducing agent. The progress of reaction was monitored using UV-visible spectroscopy and the percentage conversion was determined from the spectroscopy data. The results showed that [C3] has the highest catalytic activities with 97.5% conversion, followed by [C2] complex with 95.2% conversion, then [C1] complex with 90.8% conversion. The optimization of the catalyst dose shows that 1.0 mg of the catalyst dose was the most optimized amount with the highest conversion of 94.6% than other dose of 0.5 mg (92.4%) and 1.5 mg (91.4%). Recyclability and reproducibility tests of copper(II) complexes confirmed that all the three complexes were active, efficient and possess excellent reproducibility with consistent catalytic performances and could be re-used again without significant decrease in the catalytic activities.

Country : Nigeria

1 Hassan Wafi Garba2 Abdul Hamid Umar3 Ahmadu Musa Kochifa

  1. Department of Pure and Applied Chemistry, Adamawa State University Mubi, PMB 25 Mubi, Adamawa State, Nigeria
  2. Department of Pure and Applied Chemistry, Adamawa State University Mubi, PMB 25 Mubi, Adamawa State, Nigeria
  3. Department of Biomedical and Pharmaceutical Technology, Federal Polytechnic Mubi, Adamawa State, Nigeria

IRJIET, Volume 8, Issue 8, August 2024 pp. 71-78

doi.org/10.47001/IRJIET/2024.808009

References

  1. Abdel-Magid, Ahmed F., et al. “Reductive Amination of Aldehydes and Ketones with Sodium Triacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures.” Journal of Organic Chemistry, vol. 61, no. 11, 1996, pp. 3849–62.
  2. Al-Mogren, Muneerah M., and Abdel Nasser M. A. Alaghaz. “Synthesis, Spectral and Quantum Chemical Calculations of Mononuclear Nickel(II), Copper(II) and Cadmium(II) Complexes of New Schiff-Base Ligand.” International Journal of Electrochemical Science, vol. 8, no. 6, 2013, pp. 8669–85.
  3. Banasz, Radosław, and Monika Wałęsa-Chorab. “Polymeric Complexes of Transition Metal Ions as Electrochromic Materials: Synthesis and Properties.” Coordination Chemistry Reviews, vol. 389, 2019, pp. 1–18.
  4. Çalik, Hatice Selvi, et al. “Ruthenium (II) Complexes of NO Ligands: Synthesis, Characterization and Application in Transfer Hydrogenation of Carbonyl Compounds.” Journal of Organometallic Chemistry, vol. 801, 2015, pp. 122–29.
  5. Cohen, Adva, et al. “Highly Thermostable and Insensitive Energetic Hybrid Coordination Polymers Based on Graphene Oxide-Cu(II) Complex.” Chemistry of Materials, vol. 28, no. 17, 2016, pp. 6118–26.
  6. Da Silva, Cleiton M., et al. “Schiff Bases: A Short Review of Their Antimicrobial Activities.” Journal of Advanced Research, vol. 2, no. 1, 2011, pp. 1–8.
  7. Dursch, Thomas J. “Transition-Metal Complexes: Simple(r) Solutions to Complex Chemistry.” Trends in Chemistry, vol. 1, no. 5, Elsevier Inc., 2019, pp. 455–56.
  8. El-Ajaily, M. M., et al. “Schiff Base Derived from Phenylenediamine and Salicylaldehyde as Precursor Techniques in Coordination Chemistry.” Journal of Chemical and Pharmaceutical Research, vol. 5, no. 12, 2013, pp. 933–38.
  9. Gup, Ramazan, and Bülent Kirkan. “Synthesis and Spectroscopic Studies of Copper(II) and Nickel(II) Complexes Containing Hydrazonic Ligands and Heterocyclic Coligand.” Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, vol. 62, no. 4–5, 2005, pp. 1188–95.
  10. Majumdar, Dhrubajyoti, et al. “DFT Investigations of Linear Zn3-Type Complex with Compartmental N/O-Donor Schiff Base: Synthesis, Characterizations, Crystal Structure, Fluorescence and Molecular Docking.” Journal of Molecular Structure, vol. 1209, 2020.
  11. Osgood, Hannah, et al. “Transition Metal (Fe, Co, Ni, and Mn) Oxides for Oxygen Reduction and Evolution Bifunctional Catalysts in Alkaline Media.” Nano Today, vol. 11, no. 5, 2016, pp. 601–25.
  12. Owolabi, Abdullahi, and Gareth Mostyn. “Antimicrobial Activity and Cu ( II ) Complexes of Schiff Bases Derived from Ortho-Aminophenol and Salicylaldehyde Derivatives.” Journal of Chemical and Pharmaceutical Research, vol. 5, no. 10, 2013, pp. 147–54.
  13. Shafaatian, Bita, et al. “Synthesis, Crystal Structure, Fluorescence and Electrochemical Studies of a New Tridentate Schiff Base Ligand and Its Nickel(II) and Palladium(II) Complexes.” Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, vol. 128, 2014, pp. 363–69.
  14. Vančo, Ján, et al. “Synthesis, Structural Characterization, Antiradical and Antidiabetic Activities of Copper(II) and Zinc(II) Schiff Base Complexes Derived from Salicylaldehyde and β-Alanine.” Journal of Inorganic Biochemistry, vol. 102, no. 4, 2008, pp. 595–605.
  15. Yeap, Guan Yeow, et al. “Synthesis, Crystal Structure and Spectroscopic Study of Para Substituted 2-Hydroxy-3-Methoxybenzalideneanilines.” Journal of Molecular Structure, vol. 658, no. 1–2, 2003, pp. 87–99.