Synthesis, PXRD structural determination, Hirshfeld surface analysis and DFT/TD-DFT investigation of 3N-ethyl-2N’-(2-ethylphenylimino) thiazolidin-4-one

Belkafouf, Nour El Houda; Baara, Fayssal Triki; Altomare, Angela; Rizzi, Rosanna; Chouaih, Abdelkader; Djafri, Ayada; Hamzaoui, Fodil

doi:10.1016/j.molstruc.2019.04.028

Cited by 32 publications

(11 citation statements)

References 57 publications

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“…Parallel with the results in electronic features and FMO and NBO analyses, the condensed Fukui functions being one of the best reactivity indicators are applied to determine nucleophilic, electrophilic, or radical properties of each atom in the molecule. It turns out that ∆f x � f x + -f x -< 0 describes the nucleophilicity, and ∆f x > 0 reveals the electrophilicity [25]. e gaseous Fukui numbers of each atom of RSV are shown in Table S2 (Table 3).…”

Section: Electronic Propertiesmentioning

confidence: 99%

Antioxidant of Trans-Resveratrol: A Comparison between OH and CH Groups Based on Thermodynamic Views

Thi

2020

Journal of Chemistry

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Trans-resveratrol establishes the planarity in its structure which makes it an interesting compound in both experimental and theoretical examinations. The current study, using the density functional method (DFT), attempts to compare the antioxidative capacities between hydroxyl (OH) and aromatic methine (CH) groups of this molecule. Becke’s exchange-correlation B3LYP functional together with 6-311++G(d, p) basis set was used to reveal the effects of structural geometry and electronic feature on the antioxidative results of OH and CH groups. The antioxidative action of trans-resveratrol has followed the HAT mechanism in gas, but the SPLET pathway in liquids. OH bond breaking is easier than CH bond disruption. 4-OH bond breaking induces the lowest BDE values of 74.4–77.9 kcal/mol in gas, acetone, methanol, and water, as well as the lowest PA values of 37.2–46.2 kcal/mol in acetone, methanol, and water. From the kinetic view, 4-OH is also an active center to capture laboratory radical DPPH, ROS radicals HOO• and CH3O•, and RNS radical •NO2.

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Section: Electronic Propertiesmentioning

confidence: 99%

Antioxidant of Trans-Resveratrol: A Comparison between OH and CH Groups Based on Thermodynamic Views

Thi

2020

Journal of Chemistry

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“…The gap energy between HOMO and LUMO can be measured experimentally by spectroscopic methods and conductivity [ 42 ]. The UV-visible spectrum can be used as a simple and straight forward technique to accurately estimate the gap energy for π-conjugated materials.…”

Section: Resultsmentioning

confidence: 99%

Experimental spectral characterization, Hirshfeld surface analysis, DFT/TD-DFT calculations and docking studies of (2Z,5Z)-5-(4-nitrobenzylidene)-3-N(2-methoxyphenyl)-2-N’(2-methoxyphenylimino) thiazolidin-4-one

Djafri

Perveen

Benhalima

et al. 2020

Heliyon

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We reported an experimental and theoretical spectroscopic studies of (2Z,5Z)-5-(4-nitrobenzylidene)-3-N (2-methoxyphenyl)-2-N’ (2-methoxyphenylimino) thiazolidin-4-one (C 24 H 19 N 3 O 5 S) molecule, using FT-IR, NMR spectroscopy, and density functional theory (DFT) via time-dependent schema (TD-DFT) respectively. The molecular inter-contacts were explored using Hirshfeld surfaces (HS) analysis method. Vibrational frequencies, gauge-independent atomic orbital (GIAO) 1 H and 13 C NMR chemical shift values and frontier molecular orbitals (FMOs) have been calculated from the optimized structure of the molecule by DFT/B3LYP functional with 6-31G(d, p) basis set. Our theoretical results show a good agreement with the experimental data. The calculated UV-visible spectrum employing TD-DFT shows electronic transitions at 388 nm and 495 nm. To get insight on the charge interaction happening inside the molecule, HOMO and LUMO were scrutinized and their calculated energy gap was found to be 2.96 eV. The molecular docking was analyzed via interplay study ofacetyl cholinesterase, and Butyrylcholinesterase using molecular docking methodology.

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“…However, Df k < 0 was associated with nucleophilic character. 25 The Fukui indices given in Tables S3-S4 † were calculated in a gaseous medium based on the theoretical HSAB principle. Interestingly, it was concluded that in phenylbenzofurans 1-16, aromatic carbons should serve as good sites for both electrophilic and nucleophilic attacks.…”

Section: Electronic Propertiesmentioning

confidence: 99%

Antioxidation of 2-phenylbenzofuran derivatives: structural-electronic effects and mechanisms

Thuy

Trang

2020

RSC Adv.

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Synthesis, PXRD structural determination, Hirshfeld surface analysis and DFT/TD-DFT investigation of 3N-ethyl-2N’-(2-ethylphenylimino) thiazolidin-4-one

Cited by 32 publications

References 57 publications

Antioxidant of Trans-Resveratrol: A Comparison between OH and CH Groups Based on Thermodynamic Views

Antioxidant of Trans-Resveratrol: A Comparison between OH and CH Groups Based on Thermodynamic Views

Experimental spectral characterization, Hirshfeld surface analysis, DFT/TD-DFT calculations and docking studies of (2Z,5Z)-5-(4-nitrobenzylidene)-3-N(2-methoxyphenyl)-2-N’(2-methoxyphenylimino) thiazolidin-4-one

Antioxidation of 2-phenylbenzofuran derivatives: structural-electronic effects and mechanisms

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