Synthesis, characterization and crystal structure of some new Mn(II) and Zn(II) macroacyclic Schiff base complexes derived from two new asymmetrical (N5) branched amines and pyridine-2-carbaldehyde or O-vaniline and their antibacterial properties

• Published in: Journal of the Iranian Chemical Society Vol. 11; no. 2; pp. 431 - 440
• Main Authors: Rezaeivala, Majid, Keypour, Hassan, Salehzadeh, Sadegh, Latifi, Reza, Chalabian, Firoozeh, Katouzian, Fatemeh
• Format: Journal Article
• Language: English
• Published: Berlin/Heidelberg Springer Berlin Heidelberg 01.04.2014
• Subjects: Analytical Chemistry; Biochemistry; Chemistry; Chemistry and Materials Science; Inorganic Chemistry; Organic Chemistry; Original Paper; Physical Chemistry; Manganese(II) complexes; Macroacyclic Schiff base complexes; Asymmetrical branched amine; Theoretical studies; Biological studies; Crystal structure
• ISSN: 1735-207X; 1735-2428
• DOI: 10.1007/s13738-013-0315-4

Two new branched pentadentate amines (N 5 ), 3,6-bis(2-pyridylmethyl)-5 methyl-3,6-diazaheptane diazahexane-1-amine (1) and 4,7-bis(2-pyridylmethyl)-6-methyl-4,7-diazaheptane-1-amine (2) have been prepared. These have been used for the synthesis for the eight new macroacyclic Schiff base complexes, by template [1 + 1] condensation of pyridine-2-carbaldehyde or O -vaniline and amines (1 and 2) in the presence of Mn(II) and Zn(II) metal ions in methanol. The isolated complexes were characterized by a combination of microanalysis, IR and Mass spectroscopy. The structure of MnL 1 (ClO 4 ) 2 indicates that in the solid state the Mn(II) ion adopts a slightly distorted octahedral geometry. The synthesized compounds have antibacterial activity against the three Gram-positive bacteria: Enterococcus faecalis , Bacillus cereus and Staphylococcus epidermidis and also against the three Gram-negative bacteria: Citrobacter freundii , Enterobacter aerogenes and Salmonella typhi. The structure of the complexes derived from pyridine-2-carbaldehyde and metal–ligand interactions in these complexes were also theoretically studied. It was indicated that the structure of complexes is similar to each other and metal–ligand interactions depend mainly on the nature of metal ion and is similar for this series of ligands.