Metal promoted hydrolysis of methyl 2-( N-acetylhydrazono)propanoate and crystal structure of the derived Ni(II) complex

Abstract

The new chelating ligand Ch 3C(O)NHNC(CH 3)C(O)OCH 3,L, obtained by condensation of N-acetyl-hydrazine and methyl pyruvate, undergoes quantitative hydrolysis of the −C(O)OCH 3 group by reacting, in hydro-alcoholic medium, with some first row transition metal acetates. Complexes of the type ML′ 2 have been obtained and characterized, where L′ is the derived N-acetylhydrazonopropanoate anion. An X-ray structural analysis carried out on the NiL′ 2 · 2H 2O complex has shown a terdentate behaviour of the anionic ligand, resulting in a distorted octahedral environment around the metal. Coordination occurs through the acetyl (NiO = 2.094(5) Å), the iminic (NiN = 1.995(5) Å) and the carboxylic (NiO = 2.055(5) Å) donor groups. Crystals are orthorhombic, space group Pbcn with unit cell dimensions a = 12.151(3), b = 9.677(2), c = 13.489(3) Å and Z = 4. The structure was solved by direct methods to R = 0.0495 for 694 observed reflections.