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

Abstract

Three Schiff base compounds, N,N′-bis(2,4-dimethoxy benzaldiimine)-1,4-diamino cyclohexane (IGA1), N,N′-bis(2,3,4-trimethoxy benzaldiimine)-1,4-diamino cyclohexane (IGA2) and N,N′-bis(3,4,5-trimethoxy benzaldiimine)-1,4-diamino cyclohexane (IGA3) were synthesized and characterized by the spectroscopic and analytical methods. The electrochemical and photoluminescence properties of the compounds IGA1–IGA3 have been investigated in the different conditions. All the synthesized Schiff base compounds IGA1, IGA2 and IGA3 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 IGA1 and IGA3 both lie on centers of symmetry but in IGA2 the molecule has no crystallographically imposed symmetry. In the compound IGA1, Schiff base molecules are linked by π stacking interactions. There is no evidence of π stacking in both IGA2 and IGA3, however there are some C–H⋯π and C–H…O interactions in these compounds. The thermal stabilities of the compounds were investigated in the nitrogen atmosphere.