Article Sidebar
Keywords:
Article Details
Copyright for articles published in this journal is retained by the journal.
SAJChem applies the Creative Commons Attribution (CC BY) license to manuscripts we publish. This license was developed to facilitate open access – namely, free immediate access to, and unrestricted reuse of, original works of all types. Under this license, authors agree to make articles legally available for reuse, without permission or fees, for virtually any purpose. Anyone may copy, distribute or reuse these articles, as long as the author and original source are properly cited.
Main Article Content
Synthesis, Physical and Antimicrobial Studies of Ferrocenyl-N-(pyridinylmethylene)anilines and Ferrocenyl-N-(pyridinylmethyl)anilines
Abstract
Ferrocenyl-N-(pyridinylmethylene)anilines Schiff bases were synthesized by reaction of 3- or 4-ferrocenylaniline with either 2-, 3-, or 4-pyridinecarboxaldehyde under solvent-free conditions via mechanochemistry technique. Products were obtained in excellent yields within 10 min of grinding. The reactions afforded a melt orgummysemi-solid that solidified to the desired Schiff bases within a short time. These Schiff bases were reduced to their corresponding amines, ferrocenyl-N-(pyridinylmethyl)anilines, with NaBH4 over neutral Al2O3 solid support via grinding. Amines were obtained in excellent yields after intermittent grinding for approximately 1 h. Herein, five novel ferrocenyl-N-(pyridinylmethylene)anilines (compounds 3, 4, 6–8) and six ferrocenyl-N-(pyridinylmethyl)anilines (compounds 9–14) are reported. Compounds were characterized through FT-IR, 1H-NMR, 13C-NMR,HRMSand SC-XRDtechniques. These compounds show visible solvatochromism, whenUV-Vis absorption was measured in polar and nonpolar solvents. In changing solvent from polar to non-polar, the Schiff bases exhibited a blue shift while the amines portrayed a red shift. Electrochemical studies on these compounds reveal that redox behaviour of the iron centre is influenced by the position imine or amine groups. Antimicrobial properties of these compounds were studied for Escherichia coli, Staphylococcus aureus, Salmonella typhimirium and Candida albicans. Highest activity was recorded against Gram-positive bacteria and fungi.
KEYWORDS Ferrocenyl-N-(pyridinylmethylene)anilines, ferrocenyl-N-(pyridinylmethyl)anilines, mechanochemistry technique, solventfree synthesis, antimicrobial activity.
