Experiments and Calculation on New N,N-bis-Tetrahydroacridines
Madalina-Marina Hrubaru1,2, Constantin Draghici1, Francis Aurelien Ngounoue Kamga3
1"C. D. Nenitzescu" Institute of Organic and Supramolecular Chemistry, Romanian Academy, Bucharest, Sector 6, Splaiul Independentei 202B, P.O. Box 35-108, 060023 Bucharest, Romania.
Abstract:
Tetrahydroacridines arouse particular interest due to the potential possibilities of application in the medical field and protection against corrosion. Bis-tetrahydroacridines were newly synthesized by Pfitzinger condensation of 5,5'-(ethane-1,2-diyl) diindoline-2,3-dione with several cyclanones. NMR, MS, and FT-IR were used to prove their molecular structure. In addition, a computer-aided study was performed for the lowest energy conformers of each structure, in vacuum conditions, at ground state using DFT models to assess their electronic properties. UV-Vis and voltammetric methods (cyclic voltammetry, differential pulse voltammetry, and rotating disk electrode voltammetry) were used to investigate their optical and electrochemical properties. The results obtained for these π-conjugated heteroaromatic compounds lead to the conclusion that they have real potential in applications in different fields such as pharmaceuticals and especially as corrosion inhibitors.
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