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Naphthylazo and Benzothiazolylazo Derivatives of Some Unsaturated beta-Diketones and Their Metal Complexes

Ummathur M. B.

Polish Journal of Chemistry

2009

Vol. 83, nr 10

1717-1728

Naphthylazo and benzothiazolylazo derivatives of three beta-diketones in which the diketo function is attached directly to olefinic link ages (dicinnamoyl methane, acetyl cinnamoyl methane and benzoyl cinnamoyl methane) have been synthesized and characterized. Analytical, IR, 1H NMR and mass spectral data indicate that the naphthylazo derivatives exist in the intramolecularly hydrogen bonded keto-hydrazone form and benzothiazolylazo derivatives in the intramolecularly hydrogen bonded azo-enol tautomeric form. In the [ML2] complexes [M = Ni(II), Cu(II), Zn(II)] the naphthylazo derivatives function as monobasic bidentate in which one of the hydrazone nitrogen and keto oxygen are involved in bonding with the metal ion. Monobasic tridentate coordination of the benzo -thiazolylazo derivatives in their [ML2] complexes has been established on the basis of analytical and spectral data.