The Different Effects of Metal Ions on the Synthesis of Macroacyclic Compounds: X-ray Crystal Structure, Theoretical Studies, Antibacterial and Antifungal Activities

• Published in: Russian journal of coordination chemistry Vol. 45; no. 2; pp. 142 - 153
• Main Authors: Rezaeivala, M., Golbedaghi, R., Khalili, M., Ahmad, M., Sayin, K., Chalabian, F.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01.02.2019; Springer Nature B.V
• Subjects: Chemical synthesis; Chemistry; Chemistry and Materials Science; Cobalt; Copper; Crystal structure; Ethane; Fungicides; Imines; Infrared spectroscopy; Inorganic Chemistry; Ligands; Manganese; Nickel; Physical Chemistry; Single crystals; Stoichiometry; antifungal; crystal structure; protonated imine; antibacterial; theoretical studies; Schiff base ligands; the effect of metal ions
• ISSN: 1070-3284; 1608-3318
• DOI: 10.1134/S1070328419020064

In this work, we have been involved studying the synthesis of some new macroacyclic complexes  I – VIII , so we tried to get propoesed results in all cases but in the case of compound I , according to X-ray crystal structure, the product is a protonated Schiff base. By the reaction of a 1 : 1 (metal : ligand) stoichiometry of two known Schiff base ligands, 1,2-bis(2-((2-hydroxy ethylimino)methyl)phenoxy)ethane (H 2 L 1 ) or 1,3-bis(2-((2-hydroxyethylimino)methyl) phenoxy)propane (H 2 L 2 ) and appropriate metal salts in methanol in the case of Ni 2+ , Cu 2+ and Co 2+ , macroacyclic complexes were prepared. When using Mn 2+ only protonated Schiff base ligands is the final product. All compounds were characterized by microanalysis and IR spectroscopy, whereas compound I was also characterized by single crystal X-ray. The X-ray structure of compound I showed that both protonated imines are neutralized by two perchlorate ions. Computational calculations of relevant complexes are done by using one of the hybrid density functional theories which are a B3LYP method with 6-31G(d) basis set in a vacuum. Also, the synthesized compounds were screened for their antibacterial activities against nine bacterial strains and showed antibacterial effects. These complexes also showed antifungal effects on two species of Candida.