تحضير ودراسة حاسوبية على مركبات فيوران كاربو هيدرازايد
| Autor: | Rami Y. Morjan, Adel M. Awadallah, John M. Gardiner, Ahmed M. Mkadmh, James Raftery |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
General Chemical Engineering
02 engineering and technology Fukui function 010402 general chemistry 01 natural sciences DFT lcsh:Chemistry Manchester Institute of Biotechnology Physics::Atomic and Molecular Clusters Molecule Physics::Chemical Physics Conformational isomerism vibrational modes Quantitative Biology::Biomolecules Chemistry Hydrogen bond Intermolecular force General Chemistry fukui functions 021001 nanoscience & nanotechnology ResearchInstitutes_Networks_Beacons/manchester_institute_of_biotechnology 0104 chemical sciences Crystallography Molecular geometry lcsh:QD1-999 Molecular vibration Intramolecular force hydrogen bonds Proton NMR hydrazones 0210 nano-technology |
| Zdroj: | Gardiner, J, Mkadmh, A, Morjan, R Y, Raftery, J & Awadallah, A M 2020, ' Synthesis, Structural Characterization, and Computational Study of New (E)-N'-(3,4-dimethoxybenzylidene)furan-2-carbohydrazide ', Arabian Journal of Chemistry, vol. 13, pp. 3571 . https://doi.org/10.1016/j.arabjc.2018.12.008 Arabian Journal of Chemistry, Vol 13, Iss 1, Pp 3571-3584 (2020) Mkadmh, A, Morjan, R Y, Raftery, J, Awadallah, A M & Gardiner, J 2020, ' Synthesis, Structural Characterization, and Computational Study of New ( E )-N '-(3,4-dimethoxybenzylidene)furan-2-carbohydrazide ', Arabian Journal of Chemistry, vol. 13, no. 1, pp. 3571-3584 . https://doi.org/10.1016/j.arabjc.2018.12.008 Mkadmh, A M, Morjan, R Y, Raftery, J, Awadallah, A M & Gardiner, J M 2020, ' Synthesis, structural characterization, and computational study of (E)-N′-(3,4-dimethoxybenzylidene)furan-2-carbohydrazide ', Arabian Journal of Chemistry, vol. 13, pp. 3571-3584 . https://doi.org/10.1016/j.arabjc.2018.12.008 |
| DOI: | 10.1016/j.arabjc.2018.12.008 |
| Popis: | An efficient synthesis of the new (E)-N0 -(3,4-dimethoxybenzylidene)furan-2-carbohydra zide is described. Its molecular structural features have been characterized by FTIR, 1 H NMR, 13C NMR and MS, then have been confirmed by single crystal X-ray diffraction. Quantum chemical calculations including molecular geometry, intermolecular H-bonds and vibrational frequencies were carried out for the structures to explain stability and geometry using the hybrid density functional (DFT/B3LYP) in conjunction with 6-311 + G(d,p) basis set. The calculated structural and vibrational parameters are presented and compared with their experimental X-ray and FTIR counterparts. The global minimum and local minima ground states characteristics of the title compound and its rotamers have been theoretically established through 2D potential energy scan and vibrational frequencies. Computational analysis predicted that head-to-tail E/E-dimer of the observed E-isomer has significantly stronger intermolecular hydrogen bonding in solution rather than in the gaseous state. It is found that NAH and C‚O vibrational bands suffering blue-shift due to intermolecular hydrogen bonds (IHBs). Weak intramolecular hydrogen bonds that have been detected in the monomeric form in the gaseous state and in solution are lacking in trimers and tetramers due to loss of planarity in the molecular structure. Optimization in solution clearly shows that An efficient synthesis of the new (E)-N0 -(3,4-dimethoxybenzylidene)furan-2-carbohydra zide is described. Its molecular structural features have been characterized by FTIR, 1 H NMR, 13C NMR and MS, then have been confirmed by single crystal X-ray diffraction. Quantum chemical calculations including molecular geometry, intermolecular H-bonds and vibrational frequencies were carried out for the structures to explain stability and geometry using the hybrid density functional (DFT/B3LYP) in conjunction with 6-311 + G(d,p) basis set. The calculated structural and vibrational parameters are presented and compared with their experimental X-ray and FTIR counterparts. The global minimum and local minima ground states characteristics of the title compound and its rotamers have been theoretically established through 2D potential energy scan and vibrational frequencies. Computational analysis predicted that head-to-tail E/E-dimer of the observed E-isomer has significantly stronger intermolecular hydrogen bonding in solution rather than in the gaseous state. It is found that NAH and C‚O vibrational bands suffering blue-shift due to intermolecular hydrogen bonds (IHBs). Weak intramolecular hydrogen bonds that have been detected in the monomeric form in the gaseous state and in solution are lacking in trimers and tetramers due to loss of planarity in the molecular structure. Optimization in solution clearly shows that |
| Databáze: | OpenAIRE |
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