Synthesis, FT-IR, NMR and DFT analysis of a new salophen based on diaminophenazine moiety

• A new salophen was synthesized based on a phenazine moiety.
• Geometry of prepared salophen was examined by DFT method at B3LYP/631G(d) level.
• IR and NMR spectra were calculated by DFT method using camB3LYP/6311+G(d) level.
• RMS errors for the NMR and IR are 0.75 ppm and 94.9 cm-1 respectively.

As a rigid diamine, diaminophenazine was prepared by the condensation of 1,2-phenylene diamine and characterized by FT-IR and EI mass spectroscopy. Then, a new salophen was synthesized based on a phenazine moiety, by the condensation of salicylaldehyde and synthesized diamine. The prepared salophen was characterized by FT-IR and 1H NMR spectroscopy. The geometry of the prepared salophen was examined by density functional theory (DFT) method at B3LYP/6-31G(d) level. Also, due to the structure of salophen, IR and NMR spectra of the more stable isomers were calculated by DFT method using camB3LYP/6-311+G(d) level and compared with the experimental results. Also, root mean square (RMS) errors observed between the experimental and calculated results for the NMR and IR were 0.75 ppm and 94.9 cm−1.

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