Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration
Three novel halo-pyridinol-based hydrazone derivatives were synthesized successfully for their virtual optoelectronic properties. These are (E)-2-((2-chloropyridin-3-yl)oxy)-N'-(4-fluorobenzylidene)acetohydrazide (CPFH), (E)-N'-(4-chlorobenzylidene)-2-((2-chloropyridin-3-yl)oxy)acetohydraz...
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Elsevier
2025-04-01
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| Series: | Kuwait Journal of Science |
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| Online Access: | https://www.sciencedirect.com/science/article/pii/S2307410825000197 |
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| description | Three novel halo-pyridinol-based hydrazone derivatives were synthesized successfully for their virtual optoelectronic properties. These are (E)-2-((2-chloropyridin-3-yl)oxy)-N'-(4-fluorobenzylidene)acetohydrazide (CPFH), (E)-N'-(4-chlorobenzylidene)-2-((2-chloropyridin-3-yl)oxy)acetohydrazide (CCPH), and (E)-2-((2-chloropyridin-3-yl)oxy)-N'-(4-methylbenzylidene)acetohydrazide (CPMH). All these compounds have been extensively characterized using nuclear magnetic resonance and infrared spectroscopic techniques. Additionally, their optoelectronic behavior was investigated using quantum chemical calculations with the ꞷB97XD/6–31+g(d,p) approach. Various properties of the synthesized compounds were explored using density functional theory (DFT) calculations, including NBO (natural bond orbital), NLO (non-linear optical properties), NPA (natural population analysis), and FMO (frontier molecular orbital) analyses. Furthermore, photophysical properties of these compounds were studied using a time-dependent DFT (TD-DFT) approach at the ꞷB97xd/6–31+g(d,p) level. The DFT investigations showed that compound CPMH possesses higher stabilization energy than CCPH and CPFH. © 2025 The Authors |
| format | Article |
| id | doaj-art-a93e899a024f4a149328e43b5b505bd6 |
| institution | OA Journals |
| issn | 2307-4108 2307-4116 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | Elsevier |
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| series | Kuwait Journal of Science |
| spelling | doaj-art-a93e899a024f4a149328e43b5b505bd62025-08-20T02:10:28ZengElsevierKuwait Journal of Science2307-41082307-41162025-04-0152210037510.1016/j.kjs.2025.100375Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical explorationThree novel halo-pyridinol-based hydrazone derivatives were synthesized successfully for their virtual optoelectronic properties. These are (E)-2-((2-chloropyridin-3-yl)oxy)-N'-(4-fluorobenzylidene)acetohydrazide (CPFH), (E)-N'-(4-chlorobenzylidene)-2-((2-chloropyridin-3-yl)oxy)acetohydrazide (CCPH), and (E)-2-((2-chloropyridin-3-yl)oxy)-N'-(4-methylbenzylidene)acetohydrazide (CPMH). All these compounds have been extensively characterized using nuclear magnetic resonance and infrared spectroscopic techniques. Additionally, their optoelectronic behavior was investigated using quantum chemical calculations with the ꞷB97XD/6–31+g(d,p) approach. Various properties of the synthesized compounds were explored using density functional theory (DFT) calculations, including NBO (natural bond orbital), NLO (non-linear optical properties), NPA (natural population analysis), and FMO (frontier molecular orbital) analyses. Furthermore, photophysical properties of these compounds were studied using a time-dependent DFT (TD-DFT) approach at the ꞷB97xd/6–31+g(d,p) level. The DFT investigations showed that compound CPMH possesses higher stabilization energy than CCPH and CPFH. © 2025 The Authorshttps://www.sciencedirect.com/science/article/pii/S2307410825000197experimental-theoretical comparisonnon-linear optical properties (nlo)novel hydrazonesspectral analysis: dft study |
| spellingShingle | Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration Kuwait Journal of Science experimental-theoretical comparison non-linear optical properties (nlo) novel hydrazones spectral analysis: dft study |
| title | Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration |
| title_full | Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration |
| title_fullStr | Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration |
| title_full_unstemmed | Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration |
| title_short | Hydrazones derivatives from halo-pyridinol: Synthesis and DFT-based theoretical exploration |
| title_sort | hydrazones derivatives from halo pyridinol synthesis and dft based theoretical exploration |
| topic | experimental-theoretical comparison non-linear optical properties (nlo) novel hydrazones spectral analysis: dft study |
| url | https://www.sciencedirect.com/science/article/pii/S2307410825000197 |