Publication

Abstract : Synthesis of azepine-based compounds are of highly interest due to their vast applications in medicinal filed. In this work, is described the synthesis of a azepine-based derivative, 11-methoxy-6,6a-dihydro-5H-dibenzo[b,e]azepine (MDDA) by new route using dibutyltin dilaurate (DBTDL) as catalyst. The structural elucidation of MDDA was done by FT-IR, 1H NMR, and mass spectrometry techniques. Also is presented the experimental and theoretical DFT study of the vibrational, structural and quantum properties of MDDA using B3LYP exchange-correlation functional with 6-311G (2d, p) basis set. The theoretical DFT geometry optimization data was compared with the X-ray data in the associated literature promoting a good comprehension of the structural arrangement. In complementation, mapped molecular electrostatic potential surface (MEPS), HOMO-LUMO orbitals and NBO energy calculations were also performed using the same calculation approach. The calculated UV spectrum is in good agreement with the experimental one, making the bands assignments possible. The comparative IR studies clearly confirmed the intermolecular hydrogen bonds of the proposed dimeric form for MDDA and also showed several characteristic vibrations within the molecular structure.