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Synthesis and characterization of 3-(2-hydroxy-1-naphthylhydrazinylidene)pentane-2,4-dione and its metal chelates

Muhammed Basheer Ummathur1, Anjali Krishnan, Perumpalli Ummer

The coupling of diazotized 2-aminonaphthalene with acetylacetone yielded a new type of tridentate ligand (Hhnh). Analytical, IR, 1H NMR and mass spectral data indicate that the compound exists in the intramolecularly hydrogen bonded keto-hydrazone tautomeric form. Dibasic tridentate coordination of the compound in its [ML(H2O)] complexes [M = Ni(II), Cu(II), Zn(II) and Pd(II)] has been established on the basis of analytical and spectral data. The Ni(II), Zn(II) and Pd(II) chelates are diamagnetic while Cu(II) complex showed normal paramagneticmoment.