Structural characterization of some Schiff base compounds: Investigation of their electrochemical, photoluminescence, thermal and anticancer activity properties

Three Schiff base compounds, N,N'-bis(2,4-dimethoxy benzaldiimine)-1,4-diamino cyclohexane (IGA(1)), N,N'-bis(2,3,4-trimethoxy benzaldiimine)-1,4-diamino cyclohexane (IGA(2)) and N,N'-bis(3,4,5-trimethoxy benzaldiimine)-1,4-diamino cyclohexane (IGA(3)) were synthesized and characterized by the spectroscopic and analytical methods. The electrochemical and photoluminescence properties of the compounds IGA(1)-IGA(3) have been investigated in the different conditions. All the synthesized Schiff base compounds IGA(1), IGA(2) and IGA(3) were screened for their cytotoxicity (HeLa and Vera cells). The structural characterization of the Schiff base compounds was determined by single crystal X-ray diffraction studies. The molecules IGA(1) and IGA(3) both lie on centers of symmetry but in IGA(2) the molecule has no crystallographically imposed symmetry. In the compound IGA(1), Schiff base molecules are linked by pi stacking interactions. There is no evidence of pi stacking in both IGA(2) and IGA(3), however there are some C-H-pi and C-H...O interactions in these compounds. The thermal stabilities of the compounds were investigated in the nitrogen atmosphere. (C) 2013 Elsevier B.V. All rights reserved.