New metal chelates of 5-amino-4-azopyrazoles: The crystal and molecular structure of bis{1-phenyl-3-methyl-4-(p-tolyl)azo-5-(p-carboxymethoxyphenyl)pyrazolamidato}copper(II)

Abstract

The reactions of 1,3-alkyl(aryl) derivatives of 5-amino-4-azopyrazoles (HL) with copper(2+) acetate afford metal chelates CuL2. Complexes with the CuN4 chromophore containing a substituted amino group (X = NR) as a donor, like their azomethine analogues, have a pseudotetrahedral structure. Copper chelates with X = NH are planar. The X-ray diffraction data and an additional hyperfine structure (ahfs) from 15N atoms of the azo group in the labeled complexes provide evidence for the formation of six-membered metallocycles. The coordination polyhedron in bis{1-phenyl-3-methyl-4-(p-tolyl)azo-5-(p-carboxymethoxyphenyl)pyrazolamidato}Cu(II) can be described as a pseudotetrahedron.