Synthesis and Characterization of a New Unsymmetrical Potentially Pentadentate Schiff Base Ligand and Related Complexes with Manganese(II), Nickel(II), Copper(II), Zinc(II) and Cadmium(II)

Abstract

New unsymmetric thioether Schiff base amine, 2-(2-aminoethylthio)-N-(thiophene-2ylmethylene)aniline was prepared by reaction of 2-aminothiophenol with N-(2-bromoethyl) phthalimide and then by thiophene-2-carbaldehyde. Then, the phthalimide group converted to the amine by hydrazine hydrate. The new potentially pentadentate N 3 S 2 donor unsymmetrical Schiff base ligand, 2-(2-(pyridine-2-ylmethyleneamino)ethylthio)-N-(thiophene-2-ylmethylene) aniline (L) was prepared via [1 + 1] condensation of pyridine-2-carbaldehyde with this amine. Manganese(II), nickel(II), copper(II), zinc(II) and cadmium(II) complexes of this ligand were prepared by adding metal salts to an ethanolic solution in this ligand. The thioether amine, ligand (L) and unsymmetric Schiff base complexes are characterized by the appropriate spectroscopic methods such as infrared (IR), UV-Vis, 1 H nuclear magnetic resonance (NMR), 13 C NMR studies, X-ray, microanalysis and mass spectrometry.

Synthesis and Characterization of Metal Complexes of a New Unsymmetrical Tridentate NNS Schiff Base Ligand: X‐ray Crystal Structure Determination of Nickel(II) Complex

“…The 1 H and 13 C NMR spectra of the 2‐(2‐nitrophenylthio)‐ N ‐((pyridine‐2‐yl)methylene)benzenamine (L) confirm the successful synthesis of this compound. The 1 H NMR spectra of the ligand (L) and the Zn(II) complex exhibit singlets at 8.72 and 8.75 ppm, respectively, which have been assigned to the HCN resonance, and signals due to the aromatic ring protons in the region 6.75–8.80 ppm . In the 13 C NMR spectra of the ligand (L) and Zn(II) complex, the HCN carbon resonance is observed at 160.0 and 169.4 ppm, respectively, and those of the aromatic carbons in the region 1121.2–154.2 ppm.…”

“…The synthesis of these complexes is an important area of study with implications in bioinorganic chemistry, catalysis, and medical chemistry . Also, unsymmetrical Schiff base ligands with N and S donors have been able to provide diverse possibilities in structure and chemical properties, and these complexes are the most abundant in and dominate the field …”

Ease to Challenges in Achieving Successful Synthesized Schiff Base, Chirality, and Application as Antibacterial Agent

“…The purity was confirmed by thin layer chromatography (TLC) [50]. 12 BioMed Research International [51]. Refluxing process took 3 h, and the obtained solution was vacuum evaporated to yield yellow oil product [51].…”

Enhanced stability of complex coacervate core micelles following different core-crosslinking strategies

“…Quaternization of P2VP using N-(2-bromoethyl)phthalimide aims to simultaneously introduce positive charges and primary amine functional groups onto the P2VP-b-PEO diblock copolymer. [36][37][38][39] Primary amines are interesting, as they allow a large variety of click reactions for crosslinking. We used a phthalimide-protected primary amine group in order to prevent self-cyclization or polymerization during the quaternization reaction, which can be easily deprotected afterwards by hydrazinolysis using hydrazine hydrate.…”

“…1C). 36,40,41 Next, we conducted Fourier-transform infrared spectroscopy (FTIR) to further characterize the functionalized diblock copolymer. Fig.…”