Due to their applications as potent hormone release stimulators, as catalysts, as thermoelectric switches and in polymerization reactions, the synthesis of Mannich aminomethylation products starting from metal amino acid complexes has attracted much interest. Mannich aminomethylation products were synthesised with formaldehyde and carbon acid 1-nitropropane by a single-point template condensation reaction of bis(alaninato)metal(II) complexes, M(aa)2. In order to study the differential reactivities of the stereoisomers of the complexes, the DL-isomer and L-isomer of the metal(alaninato) complexes Cu(II), Ni(II) and Zn(II) were used separately to synthesise Mannich aminomethylation materials. For the isomers, differential reactivities were observed in the form of various products isolated at the end of the reaction. The position of pH in the Mannich aminomethylation reaction was studied in the acidic (pH = 4-5) and basic (pH = 9) conditions of the reactions. Elemental analysis, ESI mass analysis, UV, IR, NMR and ESR characterised the synthesised complexes. With the Ni(II) complex, the same product was found to give both the DL-isomer and the L-isomer. It is also clear that the carbon acid 1-nitropropane is sufficiently acidic to be involved with all three metal(alaninato) complexes of Cu, Ni and Zn in the Mannich aminomethylation reaction.
Author (s) Details
Dr. S. Supriya Department of Chemistry, Sathyabama Institute of Science and Technology, Rajiv Gandhi Road, Chennai – 119, India.
Department of Chemistry, Sathyabama Institute of Science and Technology, Rajiv Gandhi Road, Chennai – 119, India.