Experimental and Computational Investigations on the Molecular Structure, Vibrational Spectra, Electronic Properties, FMO and MEP Analyses of 4,6-Bis(4-Fluorophenyl)-5,6-dihydropyrimidin-2(1H)-one: A DFT Insight

IF 1.4 Q3 CHEMISTRY, MULTIDISCIPLINARY
Sandip S. Pathade, Bapusonu Jagdale
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引用次数: 6

Abstract

In the present work 4,6-bis(4-fluorophenyl)-5,6-dihydropyrimidin-2(1H)-one was synthesized by condensation of (2E)-1,3-bis(4-fluorophenyl)prop-2-en-1-one with urea in basic medium. The synthesized compound was characterized by using FT-IR and 1H NMR spectroscopic techniques. To determine the molecular structure of synthesized molecule some quantum chemical calculations were carried out by density functional theory (DFT) with employing B3LYP level at 6-311++G(d,p) basis set in gas phase, water and CCl4 solvents by using Gaussian-03 package. The optimized geometrical parameters, thermochemical parameters and global reactivity descriptors have been computed. The frontier molecular orbital (FMO) and molecular electrostatic potential (MEP) analysis also performed to explore the reactivity of title molecule at same level of theory. The vibrational frequencies of title molecule were analysed and compared with the corresponding experimental data. The results show fair correlation between the calculated frequencies in gas phase and experimental frequencies. The effect of water and CCl4 solvents on vibrational frequencies and global chemical reactivity descriptors were also examined. Obtained results show that polar solvent water decreased the carbonyl stretching frequency largely while other frequencies in water and CCl4 are slightly different than gas phase. There is no significant change by solvents were observed on energy gap (∆E) and global reactivity descriptors of studied molecule.
4,6-二(4-氟苯基)-5,6-二氢嘧啶-2(1H)- 1的分子结构、振动谱、电子性质、FMO和MEP分析的实验和计算研究:DFT见解
以(2E)-1,3-双(4-氟苯基)丙-2-烯-1-酮为原料,在碱性介质中与尿素缩合,合成了4,6-双(4-氟苯基)-5,6-二氢嘧啶-2(1H)-酮。用红外光谱和核磁共振氢谱对合成的化合物进行了表征。为了确定合成分子的分子结构,采用密度泛函理论(DFT),在气相、水和CCl4溶剂中,用Gaussian-03软件包,在6-311++G(d,p)基组的B3LYP能级上进行了量子化学计算。计算了优化的几何参数、热化学参数和全局反应性描述符。在同一理论水平上,还进行了前沿分子轨道(FMO)和分子静电势(MEP)分析,以探索标题分子的反应性。对标题分子的振动频率进行了分析,并与相应的实验数据进行了比较。结果表明,气相中的计算频率与实验频率之间具有良好的相关性。还考察了水和CCl4溶剂对振动频率和全局化学反应性描述符的影响。结果表明,极性溶剂水大大降低了羰基伸缩频率,而水和CCl4中的其他频率与气相略有不同。在所研究分子的能隙(∆E)和全局反应性描述符上没有观察到溶剂的显著变化。
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来源期刊
Physical Chemistry Research
Physical Chemistry Research CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
2.70
自引率
8.30%
发文量
18
期刊介绍: The motivation for this new journal is the tremendous increasing of useful articles in the field of Physical Chemistry and the related subjects in recent years, and the need of communication between Physical Chemists, Physicists and Biophysicists. We attempt to establish this fruitful communication and quick publication. High quality original papers in English dealing with experimental, theoretical and applied research related to physics and chemistry are welcomed. This journal accepts your report for publication as a regular article, review, and Letter. Review articles discussing specific areas of physical chemistry of current chemical or physical importance are also published. Subjects of Interest: Thermodynamics, Statistical Mechanics, Statistical Thermodynamics, Molecular Spectroscopy, Quantum Chemistry, Computational Chemistry, Physical Chemistry of Life Sciences, Surface Chemistry, Catalysis, Physical Chemistry of Electrochemistry, Kinetics, Nanochemistry and Nanophysics, Liquid Crystals, Ionic Liquid, Photochemistry, Experimental article of Physical chemistry. Mathematical Chemistry.
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