کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1401148 1501697 2016 15 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis, structural characterization and quantum chemical studies of silicon-containing benzoic acid derivatives
ترجمه فارسی عنوان
سنتز، خصوصیات ساختاری و مطالعات شیمیایی کوانتومی مشتقات اسید بنزوییک حاوی سیلیکون
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
چکیده انگلیسی


• Two original carboxylic acids containing trimethylsilyl tails were obtained and characterized.
• The optimized molecular geometries are in good agreement with X-ray molecular structures.
• The computed vibrational frequencies and electronic absorption spectra were assigned and compared with experimental ones.

The present paper is concerned with the synthesis and molecular structure investigation of two new benzoic acid derivatives having trimethylsilyl tails, 4-((trimethylsilyl)methoxy) and 4-(3-(trimethylsilyl)propoxy)benzoic acids. The structures of the novel compounds have been confirmed by X-ray crystallography, Fourier-transform infrared spectroscopy (FTIR) and nuclear magnetic resonance (1H and 13C NMR). The theoretical studies of molecules were conducted by using the quantum chemical methods, such as Density Functional Theory (DFT B3LYP/6-31 + G**), Hartree-Fock (HF/6-31 + G**) and semiempirical computations (PM3, PM6 and PM7). The optimized molecular geometries have been found to be in good agreement with experimental structures resulted from the X-ray diffraction. The maximum electronic absorption bands observed at 272–287 nm (UV–vis spectra) have been assigned to π → π* transitions, which were in reasonable agreement with the time dependent density functional theory (TD-DFT) calculations. The computed vibrational frequencies by DFT method were assigned and compared with the experimental FTIR spectra. The mapped electrostatic potentials revealed the reactive sites, which corroborated the observation of the dimer supramolecular structures formed in the crystals by hydrogen-bonding. The energies of frontier molecular orbitals (HOMO and LUMO), energy gap, dipole moment and molecular descriptors for the new compounds were calculated and discussed.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Structure - Volume 1120, 15 September 2016, Pages 302–316
نویسندگان
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