DFT CALCULATIONS OF BENZOISOXAZOLE DERIVATIVES

Authors : Ezgi ÖZEN, Melike KALKAN, Pervin ÜNAL CİVCİR

Pages : 31-54

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Publication Date : 2019-12-31

Article Type : Research Paper

Abstract :In this work, we carried out theoretical calculations to determine the structureactivity relationship and the properties of two benzoisoxazole derivatives. For the quantum chemical calculations, the Density Functional Theory insert ignore into journalissuearticles values(DFT); with B3LYP insert ignore into journalissuearticles values(Becke threeparameter hybrid correlation functional combined with Lee–Yang–Parr correlation functional); and 6-311+Ginsert ignore into journalissuearticles values(d,p); basis set were employed both in the gas phase and in different solvents such as toluene, chloroform, THF, DCM, acetone, DMSO. The CPCM insert ignore into journalissuearticles values(conductorlike polarizable continuum); solvation model was also used to compute condensed-phase energies in solvent systems. The structural parameters insert ignore into journalissuearticles values(bond lengths, bond angles, and dihedral angles);, energetics insert ignore into journalissuearticles values(the total energies, the zero-point vibrational energies, the frontier orbital energies insert ignore into journalissuearticles values(EHOMO, ELUMO);, and the bandgap energies); and the spectroscopic characteristics insert ignore into journalissuearticles values(UV, IR, 1H-NMR, and 13C-NMR); of the target molecules were also determined. The results of the calculations were compared with experimental values for molecule 1, which exists in literature. The calculated geometries insert ignore into journalissuearticles values(bond length, bond angle and dihedral angle); were in a good agreement with the experimental data. In the case of IR frequencies, the scaled calculated frequencies agreed reasonably well with the experimental results. Moreover, there is a good correlation between experimental and calculated proton signals insert ignore into journalissuearticles values(R² = 0.9769); and carbon signals insert ignore into journalissuearticles values(R² = 0.9972); of molecule 1.
Keywords : Benzoisoxazoles, Density Functional Theory, IR, UV, NMR