Synthesis, spectral analysis (FT-IR, H-1 NMR, C-13 NMR and UV-visible) and quantum chemical studies on molecular geometry, NBO, NLO, chemical reactivity and thermodynamic properties of novel 2-amino-4-(4-(dimethylamino)phenyl)-5-oxo-6-phenyl-5,6-dihydro-4H-pyrano[3,2-c]quinoline-3-carbonitrile

摘要

In the present study novel 2-amino-4-(4-(dimethylamino)pheny1)-5-oxo-6-Pheny1-5,6-dihydro-4H-Pyr ano[3,2-c]quinoline-3-carbonitrile was synthesized and characterized by FT-IR, H-1 NMR, C-13 NMR, UV-visible spectroscopy and mass spectral analysis. The chemical calculations were done by DFT level of theory using Becke3-Lee-Yang-Parr (B3LYP) and Coulomb Attenuating Method (CAM-B3LYP)/6-31G(d,p) basis set. H-1, C-13 chemical shifts and vibrational wavenumbers were calculated and good correlation with the experimental data has been accomplished. UV-Visible spectrum of the molecule was recorded in the region 200-500 nm and the electronic properties and composition were obtained using Time Dependent Density Functional Theory (TDDFT) method. Hyperconjugative interactions were studied, with the help of natural bond orbital analysis. Electric dipole moment, polarizability and first static hyperpolarizability values have been calculated. The results show that the title compound possesses nonlinear optical behavior with non-zero values. The thermodynamic properties of the compound were calculated at different temperatures. The local reactivity descriptors show that C(7) is most reactive site for nucleophilic attack. (C) 2015 Elsevier B.V. All rights reserved.