The present review provides a general survey of the chemistry of 2,3-diaza-1,3-butadienes (azines). We first briefly describe azines and then discuss the literature concerning the synthesis, properties, applications, and reactivity of these compounds. Finally, we illustrate their relevance and examine their organometallic chemistry. Such detailed survey of the broad chemical aspects of azine derivatives seems appropriate, as it has not previously been provided.

Structure, synthesis and application of azines: a historical perspective

A new series of Mn (II), Co (II), Ni (II), Cu (II), and Zn (II) complexes of the Schiff base ligand, 4-chloro-2-{(E)-[(4-fluorophenyl)imino]methyl}phenol (C13H9ClFNO), was synthesized in a methanolic medium. The Schiff base was derived from the condensation reaction of 5-chlorosalicylaldehyde and 4-fluoroaniline at room temperature. Elemental analysis, FT-IR, UV-Vis, and NMR spectral data, molar conductance measurements, and melting points were used to characterize the Schiff base and the metal complexes. From the elemental analysis data, the metal complexes formed had the general formulae [M(L)2(H2O)2], where L = Schiff base ligand (C13H9ClFNO) and M = Mn, Co, Ni, Cu, and Zn. On the basis of FT-IR, electronic spectra, and NMR data, “O” and “N” donor atoms of the Schiff base ligand participated in coordination with the metal (II) ions, and thus, a six coordinated octahedral geometry for all these complexes was proposed. Molar conductance studies on the complexes indicated they were nonelectrolytic in nature. The Schiff base ligand and its metal (II) complexes were tested in vitro to evaluate their bactericidal activity against Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) and Gram-positive bacteria (Bacillus subtilis and Staphylococcus typhi) using the disc diffusion method. The antibacterial evaluation results revealed that the metal (II) complexes exhibited higher antibacterial activity than the free Schiff base ligand.

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Synthesis, Characterization and Antibacterial Activity of Schiff Base, 4-Chloro-2-{(E)-[(4-Fluorophenyl)imino]methyl}phenol Metal (II) Complexes

Metallo-supramolecular hydrogels based on amphiphilic polymers bearing a hydrophobic Schiff base ligand with rapid self-healing and multi-stimuli responsive properties

Ruthenium(II)-catalysed direct synthesis of ketazines using secondary alcohols

Unsymmetrical and symmetrical azines toward application in organic photovoltaic

The synthesis and characterization of first row transition metal complexes of the 1, 4(2'-hydroxyphenyl-1-yl) di-imino azine {1,4(2'HPDA)} are reported. The complexes have been characterized by elemental analysis, molar conductance, magnetic studies, IR, 1H NMR and UV-visible studies. They have the stoichiometry of the type [M{1,4(2'HPDA)}2 2H2O ] and [M'L2] where M= Mn(II), Fe(III), Co(II), Ni(II) and Cu(II), and M' = ZrO(II), VO(II), Zn(II), Cd(II), and Hg(II). The antibacterial and antifungal activity of the metal complexes has been investigated. Both ligand and complexes have shown good antibacterial and antifungal activity.

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S. C. Raghavendray

Papers

Transition Metal Complexes of 1, 4(2'-Hydroxyphenyl-1-yl) di-imino azine: Synthesis, Characterization and Antimicrobial Studies