Mannich aminomethylation reactions of a series of bis(α-amino acidato)metal(II) complexes with formaldehyde and diethylmalonate: Crystal structure of (5,5-dicarboxyethyl-3,7-diazanonanedioato)copper(II) monohydrate

Mannich aminomethylation reactions involving M(aa)2, where M = Cu, Ni and aa = glycine(gly), dl-alanine(dl-ala), l-alanine(l-ala), with formaldehyde and diethylmalonate have been carried out, resulting in carboxylate appended systems in high yield. All the compounds have been characterized by UV-Vis spectroscopy, infrared spectroscopy and elemental analysis. One of the synthesized complexes, (5,5-dicarboxyethyl-3,7-diazanonanedioato)copper(II) monohydrate, has been characterized by single crystal XRD and has been used as catalyst in the hydrogen peroxide-induced degradation of pyrocatechol violet (PCV) dye. The variations in the rate of degradation of the dye with respect to change in concentration of hydrogen peroxide, dye, catalyst and pH have been studied. Effect of addition of NaCl has been studied and a suitable mechanism based on the formation of free radical species during the degradation process has been proposed.

Graphical abstractMannich aminomethylation reaction of chelated amino acid complexes with formaldehyde and diethylmalonate produces carboxylate appended systems and one of the synthesized products was found to be catalytically active in the hydrogen peroxide induced degradation of pyrocatechol violet dye.Figure optionsDownload full-size imageDownload as PowerPoint slide