Condensation of pyridine-2-carbaldehyde with acetoacetanilide under specified conditions yielded a conjugated diketoanilide (HL) in which the keto groups are attached to olefinic linkages. The existence of one keto group of the compound in the intramolecularly hydrogen bonded enol form and others in the ß-diketo form have been well demonstrated from its analytical and spectral data. Analytical, IR, 1H NMR and mass spectral data revealed neutral bidentate coordination of the compound in [Co(HL)(OAc)2(H2O)2] and [M(HL)(OAc)2] complexes [M = Ni(II), Zn(II), Cd(II) and Pd(II)]. The Cu(II) complex conform to [Cu2(L)(OAc)3] stoichiometry having both neutral bidentate and monobasic tridentate coordination. The Cd(II), Ni(II), Pd(II) and Zn(II) chelates are diamagnetic while Co(II) and Cu(II) complexes showed normal paramagnetic moment. The antimicrobial studies revealed significant activity against the tested organisms (Aspergillus niger, Aspergillus parasiticus and Rhizopus oryzae) and the activity of free ligand is more than its metal complexes.
Tricarbonyl compounds, Metal complexes, IR, 1H NMR, Mass spectra, Antifungal studies.