Synthesis, spectroscopic characterization techniques of aromatic iminoaniline derived compound, along with the evaluation of its LNO properties using quantum chemistry

In this research work, we synthesized a Schiff base derivative, N , N -dimethyl-4-{[(4-nitrophenyl)imino]-methyl}aniline, denoted as (n1) . The molecule (n1) was characterized using spectroscopic analyses, including FT-IR, NMR 1 H, and 13 C. Our compound (n1) is an unsaturated molecule, consisting of two benzylic rings connected by a methylimine bridge. The resulting system comprises seven alternating π bonds. At both ends of (n1) and in the para position, there are the N(CH 3 ) 2 group with a strong electron-donating effect and the NO 2 group with a strong electron-accepting effect. The molecular structure of our compound prompted us to evaluate and study its properties in the field of NLO. The assessment of NLO properties is conducted by determining the E gap and employing density functional theory (DFT) quantum chemistry studies. The optical gap of (n1) , measured using the Tauc method, is found to be 2.7 eV, serving as a reference value for the choice of the DFT functional in theoretical calculations. Quantum chemistry studies were carried out using Gaussian09 software, and the results were visualized with GaussView05. CAM-B3lyp functional was chosen for theoretical calculations due to its close agreement with experimental values. The studies confirm that (n1) exhibits significant NLO properties. Additionally, NBO (Natural Bond Orbital) analyses provide insight into the mechanism and trajectory of intramolecular charge transfer in (n1) .