1-naphthylazo derivatives of some 1,3-dicarbonyl compounds and their Cu (II), Ni(II) and Zn(II) complexes

Autor: Krishnankutty K., Ummathur Basheer Muhammed, Ummer Perumpalli
Jazyk: angličtina
Rok vydání: 2009
Předmět:
Zdroj: Journal of the Serbian Chemical Society, Vol 74, Iss 11, Pp 1273-1282 (2009)
Druh dokumentu: article
ISSN: 0352-5139
1820-7421
DOI: 10.2298/JSC0911273K
Popis: The coupling of diazotized 1-aminonaphthalene with 1,3-dicarbonyl compounds (acetylacetone, methylacetoacetate and acetoacetanilide) yielded a new series of bidentate ligand systems (HL). Analytical, IR, 1H-NMR and mass spectral data indicate that the compounds exist in the intramolecularly hydrogen bonded keto-hydrazone form. With Ni(II), Cu(II) and Zn(II), these potential monobasic bidentate ligands formed [ML2] type complexes. The IR, 1H- -NMR and mass spectral data of the complexes are consistent with the replacement of the chelated hydrazone proton of the ligand by a metal ion, thus leading to a stable six-membered chelate ring involving the hydrazone nitrogen and the hydrogen bonded carbonyl oxygen. The Ni(II) and Zn(II) chelates are diamagnetic, while the Cu(II) complexes are paramagnetic. In the metal complexes of the naphthylazo derivatives of acetylacetone and methylacetoacetate, the acetyl carbonyl is involved in coordination, whereas in the chelates of the naphthylazo derivative of acetoacetanilide, the anilide carbonyl is bonded with the metal ion.
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