Synthesis of some Quinoline derivatives with N-(2-Aminobenzoyl) Benzotriazole mediated and their investigation with quantum chemical calculations

The quinoline ring and its derivatives are used in many fields, such as sensors, dyes, drugs, and form the basic skeleton of many natural and pharmacologically active compounds that exhibit a broad spectrum of biological activity. Due to the remarkable biological activities of quinoline and its derivatives, there is an increasing interest in the development of easy and simple methodologies for their synthesis, and has always been a focus of interest in new studies. The aim of this thesis is to synthesize 3-cyano-4-hydroxy-2-phenylquinoline derivatives with a new method and to investigate them by quantum chemical calculations. In the first step of the thesis, some novel quinoline derivatives targeted were synthesized by using N-(2-aminobenzoyl)benzotriazole compounds and 3-oxo-3-phenylpropannitrile. Characterization of the synthesized compounds was performed by UV-Vis, FT-IR, 1H-NMR and 13C-NMR spectroscopic analysis methods. In the second step of the study, the quantum chemical calculations of the synthesized compounds were performed by Density Functional Theory (DFT/B3LYP/6-31G(d, p)) method and theoretical results of vibration frequencies, 1H-NMR and 13C-NMR chemical shifts, UV-Vis spectroscopic parameters, HOMO-LUMO energies, molecular electrostatic potential (MEP) map were obtained. The theoretical results were found to be consistent with the experimental results. Keywords: 3-cyano-4-hydroxy-2-phenylquinoline derivatives, DFT/B3LYP Method, 1H and 13C-NMR chemical shift, N-(2-Aminobenzoyl)benzotriazole