Theoretical investigation of 5-(2-Acetoxyethyl)-6-methylpyrimidin-2,4-dione: Conformational study, NBO and NLO analysis, molecular structure and NMR spectra

Pir, Hacer; Günay, Nergin; Tamer, Ömer; Avcı, Davut; Atalay, Yusuf

doi:10.1016/j.saa.2013.04.063

Cited by 64 publications

(15 citation statements)

References 55 publications

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“…Therefore, it was used frequently as a threshold value for comparative purposes [31]. The first hyperpolarizability values of similar pyrimidine derivatives are reported as, 1.19, 1.35 and 0.30 × 10 −30 esu, respectively [32][33][34]. The first hyperpolarizability components of CNPC were listed in Table 4.…”

Section: Nbo Analysismentioning

confidence: 99%

Molecular Investigation and Nonlinear Optical Response of Dihydropyrimidinone: A Comparative Spectroscopic and Quantum Computational Studies

Dhandapani¹,

Adaikalaraj²,

Manivarman³

et al. 2017

Arch Chem Res

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Organic molecule ethyl-4-(4-chloro-3-nitrophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate has been synthesized. The molecular structure has been characterized using FT-IR, FT-Raman, 1 H and 13 C-NMR spectral studies. The structure of the title molecule was theoretically investigated by DFT method using B3LYP/6-31G(d,p) basis set. The firm assignments of vibrational bands are allowed using experimental and computations. The nonlinear optical property of the title molecule has been calculated using first hyperpolarizability components. The intra-molecular charge transfer occurring in the molecule have been analyzed by NBO analysis. The electronic and charge transfer properties have been studied using frontier molecular orbitals. C-NMR spectra were recorded and calculated using the gauge independent atomic orbital (GIAO) method.

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Section: Nbo Analysismentioning

confidence: 99%

Molecular Investigation and Nonlinear Optical Response of Dihydropyrimidinone: A Comparative Spectroscopic and Quantum Computational Studies

Dhandapani¹,

Adaikalaraj²,

Manivarman³

et al. 2017

Arch Chem Res

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“…So, the calculated stretching vibrations clearly demonstrate the presence of charge transfer interactions in PNAPC, making highly polarizable molecule. The first hyperpolarizability (β), dipole moment (µ) and polarizability (α) were calculated using B3LYP and HSEH1PBE 6-311++G(d,p) basis set on the basis of the finite-field approach [32][33][34]. Dipole moment of a molecule was used to study the intermolecular interactions.…”

Section: Nonlinear Optical Studiesmentioning

confidence: 99%

Optimized geometry, vibration (IR and Raman) spectra and nonlinear optical activity of p-nitroanilinium perchlorate molecule: A theoretical study

Tamer

Atalay

Avcı

et al. 2016

Materials Science-Poland

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The molecular modeling of p-nitroanilinium perchlorate molecule was carried out by using B3LYP and HSEH1PBE levels of density functional theory (DFT). The IR and Raman spectra were simulated and the assignments of vibrational modes were performed on the basis of relative contribution of various internal co-ordinates. NBO analysis was performed to demonstrate charge transfer, conjugative interactions and the formation of intramolecular hydrogen bonding interactions within PNAPC. Obtained large dipole moment values showed that PNAPC is a highly polarizable complex, and the charge transfer occurs within PNAPC. Hydrogen bonding and charge transfer interactions were also displayed by small HOMO-LUMO gap and molecular electrostatic potential (MEP) surface. The strong evidences that the material can be used as an efficient nonlinear optical (NLO) material of PNAPC were demonstrated by considerable polarizability and hyperpolarizability values obtained at DFT levels.

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“…NBO analysis provides the most accurate possible 'natural Lewis structure' picture of ø, since the whole orbital details are mathematically chosen to include the highest possible percentage of the electron density (ED). NBO method makes possible to examine hyper-conjugative interactions due to electron transfers from filled bonding orbitals (donor) to empty antibonding orbitals (acceptor) [38,39]. The second-order Fock matrix was used to evaluate the donor-acceptor interactions in the NBO basis [40].…”

Section: Natural Bond Orbital (Nbo) Analysismentioning

confidence: 99%

Density functional theory calculations on conformational, spectroscopic and electrical properties of 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one: a potential nonlinear optical material

et al. 2015

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Quantum chemical calculations of the ground state energy, the highest and lowest energy conformers and vibrational wavenumbers of 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one have been performed by using Gaussian 09 program. B3LYP and HSEH1PBE levels of density functional theory with the 6-311??G(d,p) basis set have been used to perform above-mentioned calculations. The vibrational wavenumbers have been assigned on the basis of potential energy distribution analysis. Stability of the molecule arising from hyper-conjugative interactions and charge delocalization has been analyzed using natural bond orbital analysis. The frontier molecular orbitals have been simulated, and obtained small energy gap between the highest occupied molecular orbital and lowest unoccupied molecular orbital energies has confirmed that charge transfer occurs within title compound. Nonlinear optical behavior of the title compound has been investigated by determining electric dipole moment, polarizability and hyperpolarizability. Finally, the molecular electrostatic potential surface and density of state have been simulated to find more reactive sites for electrophilic and nucleophilic attack.

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Theoretical investigation of 5-(2-Acetoxyethyl)-6-methylpyrimidin-2,4-dione: Conformational study, NBO and NLO analysis, molecular structure and NMR spectra

Cited by 64 publications

References 55 publications

Molecular Investigation and Nonlinear Optical Response of Dihydropyrimidinone: A Comparative Spectroscopic and Quantum Computational Studies

Molecular Investigation and Nonlinear Optical Response of Dihydropyrimidinone: A Comparative Spectroscopic and Quantum Computational Studies

Optimized geometry, vibration (IR and Raman) spectra and nonlinear optical activity of p-nitroanilinium perchlorate molecule: A theoretical study

Density functional theory calculations on conformational, spectroscopic and electrical properties of 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one: a potential nonlinear optical material

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