Investigation of complexation behavior of the dithiocarbamates of N1,Nn-dicinnamylalkane-1,n-diamines with metals

Abstract

Synthesis and characterization of metal dithiocarbamate complexes of N1,N3-dicinnamylpropane-1,3-diamine, N1,N4-dicinnamylbutane-1,4-diamine and N1,N6-dicinnamylhexane-1,6-diamine are reported. The ligands are prepared using cinnamaldehyde and primary diamines to provide the corresponding diimines, followed by reduction with NaBH4 to afford the corresponding secondary diamines. Diamines react with carbon disulfide in basic medium to furnish the corresponding bis(dithiocarbamate) salts, which underwent complexation with metals. The prepared complexes were characterized by IR, 1H and 13C NMR, TGA and elemental analyses. Although the dinuclear metal dithiocarbamate macrocyclic complexes were obtained from N1,N6-dicinnamylhexane-1,6-diamine, the propane and butane diamines afforded the corresponding polymers. The synthesized complexes do not show any crystalline phase even in long lasting terms. Electron microscopy obviously shows that the material is amorphous, and X-ray diffraction technique is employed to investigate atom-atom distances in the molecule via the Fourier transform analysis of XRD data collected from powder sample.