title: Synthesis, spectroscopic characterization and quantum chemical computational studies of (S)-N-benzyl-1-phenyl-5-(pyridin-2-yl)-pent-4-yn-2-amine.
abstract: The synthesis and characterization of a novel compound (S)-N-benzyl-1-phenyl-5-(pyridin-2-yl)-pent-4-yn-2-amine (abbreviated as BPPPYA) was presented in this study. The spectroscopic properties of the compound were investigated by FT-IR, NMR and UV spectroscopy experimentally and theoretically. The molecular geometry and vibrational frequencies of the BPPPYA in the ground state were calculated by using density functional theory (DFT) B3LYP method invoking 6-311++G(d,p) basis set. The geometry of the BPPPYA was fully optimized, vibrational spectra were calculated and fundamental vibrations were assigned on the basis of the total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method and PQS program. The results of the energy and oscillator strength calculated by time-dependent density functional theory (TD-DFT) and CIS approach complement with the experimental findings. Total and partial density of state (TDOS and PDOS) and also overlap population density of state (COOP or OPDOS) diagrams analysis were presented. The theoretical NMR chemical shifts ((1)H and (13)C) complement with experimentally measured ones. The dipole moment, linear polarizability and first hyperpolarizability values were also computed. The linear polarizabilities and first hyper polarizabilities of the studied molecule indicate that the compound is a good candidate of nonlinear optical materials. The calculated vibrational wavenumbers, absorption wavelengths and chemical shifts showed the best agreement with the experimental results.
authors: Department of Physics, Celal Bayar University, Manisa, Turkey. etemmm43@gmail.com
authors: Etem
authors: E
authors: Kose
authors: Ahmet
authors: A
authors: Atac
authors: Mehmet
authors: M
authors: Karabacak
authors: Caglar
authors: C
authors: Karaca
authors: Mustafa
authors: M
authors: Eskici
authors: Abdullah
authors: A
authors: Karanfil
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry*; D001593:Benzyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D004583:Electrons; D006244:Hardness; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008968:Molecular Conformation; D017711:Nonlinear Dynamics; D055620:Optical Phenomena; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry*; D011789:Quantum Theory; D012997:Solvents; D013056:Spectrophotometry, Ultraviolet; D055672:Static Electricity; D013816:Thermodynamics; D014732:Vibration
chemical_list: C578130:(S)-N-benzyl-1-phenyl-5-(pyridin-2-yl)-pent-4-yn-2-amine; D000588:Amines; D001593:Benzyl Compounds; D011725:Pyridines; D012997:Solvents