Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation
In this study, a novel trans-(1E,2E)-benzil-O,O-dimethylsulfonyl dioxime (BDMDO) monomer was prepared via a one-step dehydrochlorination reaction. BDMDO was characterized by 1H and 13C NMR, UV–Vis, and FT-IR spectroscopies, CHN elemental analysis, mass spectrometry, energy-dispersive X-ray spectrosc...
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Elsevier
2021-03-01
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Series: | Journal of King Saud University: Science |
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Online Access: | http://www.sciencedirect.com/science/article/pii/S1018364720304110 |
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author | Nabil Al-Zaqri Ali Alsalme Fahad Alharthi Afnan Al-Taleb Ahmed M. Boshaala Ahmed Chetouni Abdelkader Zarrouk Ismail Warad |
author_facet | Nabil Al-Zaqri Ali Alsalme Fahad Alharthi Afnan Al-Taleb Ahmed M. Boshaala Ahmed Chetouni Abdelkader Zarrouk Ismail Warad |
author_sort | Nabil Al-Zaqri |
collection | DOAJ |
description | In this study, a novel trans-(1E,2E)-benzil-O,O-dimethylsulfonyl dioxime (BDMDO) monomer was prepared via a one-step dehydrochlorination reaction. BDMDO was characterized by 1H and 13C NMR, UV–Vis, and FT-IR spectroscopies, CHN elemental analysis, mass spectrometry, energy-dispersive X-ray spectroscopy, and TGA. According to the X-ray diffraction data, the BDMDO crystal structure was solved as a trans-isomer dioxime. The lattice structure was stabilized by two types of H-bonds and a sufficient number of interesting non-covalent supramolecular interactions such as the CH⋯HC bonds. Molecular electrostatic potential measurements and Hirschfeld surface analysis were performed to understand these interaction modes. The cis–trans isomerization in BDMDO as well as the structural, vibrational, NMR, highest occupied molecular orbital/lowest unoccupied molecular orbital bandgap, density of states, and electronic properties were computed by the density functional theory and subsequently compared with available experimental 1H and 13C NMR, UV–Vis, and FT-IR spectral data. The thermogravimetric/derivative thermogravimetric behavior of BDMDO was determined experimentally under an open-room atmosphere. |
first_indexed | 2024-12-20T09:32:55Z |
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id | doaj.art-fbef0fe00b1041f48d4da80ac2a74baa |
institution | Directory Open Access Journal |
issn | 1018-3647 |
language | English |
last_indexed | 2024-12-20T09:32:55Z |
publishDate | 2021-03-01 |
publisher | Elsevier |
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series | Journal of King Saud University: Science |
spelling | doaj.art-fbef0fe00b1041f48d4da80ac2a74baa2022-12-21T19:45:04ZengElsevierJournal of King Saud University: Science1018-36472021-03-01332101298Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigationNabil Al-Zaqri0Ali Alsalme1Fahad Alharthi2Afnan Al-Taleb3Ahmed M. Boshaala4Ahmed Chetouni5Abdelkader Zarrouk6Ismail Warad7Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia; Corresponding authors.Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Benghazi University, P O Box 1308, Benghazi, LibyaLaboratoire de Chimie Analytique Appliquée, Matériaux et Environnement (LC2AME), Faculté des Sciences, Université Mohamed I, 60 000 Oujda, MoroccoLaboratory of Materials, Nanotechnology and Environment, Faculty of Sciences, Mohammed V University, Av. Ibn Battouta, Box 1014 Agdal-Rabat, MoroccoDepartment of Chemistry, Science College, An-Najah National University, P.O. Box 7, Nablus, Palestine; Corresponding authors.In this study, a novel trans-(1E,2E)-benzil-O,O-dimethylsulfonyl dioxime (BDMDO) monomer was prepared via a one-step dehydrochlorination reaction. BDMDO was characterized by 1H and 13C NMR, UV–Vis, and FT-IR spectroscopies, CHN elemental analysis, mass spectrometry, energy-dispersive X-ray spectroscopy, and TGA. According to the X-ray diffraction data, the BDMDO crystal structure was solved as a trans-isomer dioxime. The lattice structure was stabilized by two types of H-bonds and a sufficient number of interesting non-covalent supramolecular interactions such as the CH⋯HC bonds. Molecular electrostatic potential measurements and Hirschfeld surface analysis were performed to understand these interaction modes. The cis–trans isomerization in BDMDO as well as the structural, vibrational, NMR, highest occupied molecular orbital/lowest unoccupied molecular orbital bandgap, density of states, and electronic properties were computed by the density functional theory and subsequently compared with available experimental 1H and 13C NMR, UV–Vis, and FT-IR spectral data. The thermogravimetric/derivative thermogravimetric behavior of BDMDO was determined experimentally under an open-room atmosphere.http://www.sciencedirect.com/science/article/pii/S1018364720304110DioximeXRDHSAMEPNMR |
spellingShingle | Nabil Al-Zaqri Ali Alsalme Fahad Alharthi Afnan Al-Taleb Ahmed M. Boshaala Ahmed Chetouni Abdelkader Zarrouk Ismail Warad Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation Journal of King Saud University: Science Dioxime XRD HSA MEP NMR |
title | Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation |
title_full | Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation |
title_fullStr | Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation |
title_full_unstemmed | Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation |
title_short | Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulfonyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation |
title_sort | synthesis physicochemical thermal xdr hsa interactions of trans 1e 2e benzil o o dimethylsulfonyl dioxime cis trans isomerization dft and td dft investigation |
topic | Dioxime XRD HSA MEP NMR |
url | http://www.sciencedirect.com/science/article/pii/S1018364720304110 |
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