title: Synthesis, electronic structure investigation of 3-pentyl-2,6-di(furan-2-yl)piperidin-4-one by FT-IR, FT-Raman and UV-Visible spectral studies and ab initio/DFT calculations.
abstract: FT-IR and FT-Raman spectra of 3-pentyl-2,6-di(furan-2-yl) piperidin-4-one (3-PFPO) were recorded in the solid phase. The structural and spectroscopic analyses of 3-PFPO were made by using B3LYP/HF level with 6-311++G(d, p) basis set. The fundamental vibrations are assigned on the basis of the total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method and PQS program. Comparison of the observed fundamental vibrational frequencies of 3-PFPO with calculated results by HF and DFT methods indicates that B3LYP is superior to HF method for molecular vibrational problems. The electronic properties such as excitation energies, oscillator strength, wavelengths and HOMO-LUMO energies were obtained by time-dependent DFT (TD-DFT) approach. The polarizability and first order hyperpolarizability of the title molecule were calculated and interpreted. The hyperconjugative interaction energy (E((2))) and electron densities of donor (i) and acceptor (j) bonds were calculated using NBO analysis. In addition, MEP and atomic charges of carbon, nitrogen, oxygen and hydrogen were calculated using B3LYP/6-311++G(d, p) level theory. Moreover, thermodynamic properties (heat capacities, entropy and enthalpy) of the title compound at different temperatures were calculated in gas phase.
authors.affiliation: Department of chemistry, Annamalai University, Annamalainagar 608 002, India.
authors.forename: M
authors.initials: M
authors.lastname: Arockia Doss
authors.affiliation: Department of chemistry, Annamalai University, Annamalainagar 608 002, India.
authors.forename: S
authors.initials: S
authors.lastname: Savithiri
authors.affiliation: Department of chemistry, Annamalai University, Annamalainagar 608 002, India. Electronic address: rajarajang70@gmail.com.
authors.forename: G
authors.initials: G
authors.lastname: Rajarajan
authors.affiliation: Department of chemistry, Annamalai University, Annamalainagar 608 002, India.
authors.forename: V
authors.initials: V
authors.lastname: Thanikachalam
authors.affiliation: Department of chemistry, Annamalai University, Annamalainagar 608 002, India.
authors.forename: C
authors.initials: C
authors.lastname: Anbuselvan
mesh_terms: D060326:Chemistry Techniques, Synthetic; D019277:Entropy; D005663:Furans / Q000737:chemistry; D006859:Hydrogen; D008958:Models, Molecular; D010100:Oxygen / Q000737:chemistry; D010880:Piperidines / Q000737:chemistry*; D010881:Piperidones / Q000138:chemical synthesis / Q000737:chemistry*; D011789:Quantum Theory; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D055672:Static Electricity; D013816:Thermodynamics
chemical_list: D005663:Furans; D010880:Piperidines; D010881:Piperidones; D006859:Hydrogen; D010100:Oxygen; C039281:furan
keywords: 3-PFPO; Ab initio; DFT; HOMO–LUMO; UV–Vis