Spiro copper(II)-metallacycles derived from 5-arylaminomethylene-barbituric acids: Synthesis and structural characterization

Schiff bases derived from 2,4,6-trioxohexahydroprimidine-5-carbaldehyde can behave as chelating ligands. 5-[(2,6-diisopropylphenylamino)-methylene]pyrimidine-2,4,6-trione (LB1) and 1,3-dimethyl-5-[(2-phenoxyphenylamino)-methylene]pyrimidine-2,4,6-trione (LB2) were used as ligand in the synthesis of novel mononuclear five-coordinated copper(II) complexes. The spectroscopic properties of the ligands were detected by FT-IR and NMR. The molecular structure of LB2 was determined by X-ray diffraction which crystallizes in the orthorhombic Pca2(1) space group. The complexes of Cu(LB1)(2) (2) and Cu(LB2)(2) (3) were characterized by elemental analysis, FT-IR and X-ray diffraction. The X-ray diffraction studies reveal 2 and 3 contain five-coordinated Cu(II) atom which is surrounded by two nitrogen and three oxygen atoms. The coordination geometry of complexes were examined using the Addison's model. The results show that complex 2 has distorted trigonal bipyramidal geometry, but complex 3 has distorted square pyramidal geometry. Also, the synthesized copper complexes can be regarded as spiro metallacycles in which copper is central Spiro atom. (C) 2017 Elsevier B.V. All rights reserved.