Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study
N-acylhydrazones 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide, N0 -(2-hydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide, 2-(4-chlorophenyl)-N0 -(2,4-dihydroxybenzylidene)-acetohydrazide, and N0 -(2,4-dihydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide were successfully synthes...
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| Format: | Article |
| Language: | English |
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Pontificia Universidad Javeriana
2021-07-01
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| Series: | Universitas Scientiarum |
| Subjects: | |
| Online Access: | https://revistas.javeriana.edu.co/index.php/scientarium/article/view/30384 |
| _version_ | 1811226388214054912 |
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| author | María Mercedes Hincapié Otero Andrey Joaqui Joaqui Dorian Polo Cerón |
| author_facet | María Mercedes Hincapié Otero Andrey Joaqui Joaqui Dorian Polo Cerón |
| author_sort | María Mercedes Hincapié Otero |
| collection | DOAJ |
| description | N-acylhydrazones 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide, N0 -(2-hydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide, 2-(4-chlorophenyl)-N0 -(2,4-dihydroxybenzylidene)-acetohydrazide, and N0 -(2,4-dihydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide were successfully synthesized by a multistep procedure. The obtained organic molecules were characterized by spectroscopic techniques (FT-IR, 1D and 2D NMR, UV-Vis) and mass spectrometry. The structure of 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide was also confirmed by X-ray diffraction. Ab initio computational simulations of the ligand spectra were in good agreement with experimental data and validated the hypothesis about the existence of a conformational mixture of each ligand in solution. Finally, the complexation potential of the synthesized ligands to Cu2+ was assessed by continuous variation experiments and FT-IR spectroscopy. |
| first_indexed | 2024-04-12T09:24:16Z |
| format | Article |
| id | doaj.art-fbed5a652b16401281d82bc901d31e11 |
| institution | Directory Open Access Journal |
| issn | 0122-7483 2027-1352 |
| language | English |
| last_indexed | 2024-04-12T09:24:16Z |
| publishDate | 2021-07-01 |
| publisher | Pontificia Universidad Javeriana |
| record_format | Article |
| series | Universitas Scientiarum |
| spelling | doaj.art-fbed5a652b16401281d82bc901d31e112022-12-22T03:38:32ZengPontificia Universidad JaverianaUniversitas Scientiarum0122-74832027-13522021-07-0126219321510.11144/Javeriana.SC26-2.sacoSynthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical studyMaría Mercedes Hincapié Otero0Andrey Joaqui Joaqui1Dorian Polo Cerón2Universidad del Valle, Departamento de Química, Laboratorio de Investigación en Catálisis y Procesos, Calle 13 No 100-00, Cali, Colombia, 76001000.Universidad del Valle, Departamento de Química, Laboratorio de Investigación en Catálisis y Procesos, Calle 13 No 100-00, Cali, Colombia, 76001000. University of Minnesota, Department of Chemistry, F-7, 139 Smith Hall, 207 Pleasant St SE Minneapolis, U.S.A., MN 55455-0431.Universidad del Valle, Departamento de Química, Laboratorio de Investigación en Catálisis y Procesos, Calle 13 No 100-00, Cali, Colombia, 76001000.N-acylhydrazones 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide, N0 -(2-hydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide, 2-(4-chlorophenyl)-N0 -(2,4-dihydroxybenzylidene)-acetohydrazide, and N0 -(2,4-dihydroxybenzylidene)-2-(4-methoxyphenyl)acetohydrazide were successfully synthesized by a multistep procedure. The obtained organic molecules were characterized by spectroscopic techniques (FT-IR, 1D and 2D NMR, UV-Vis) and mass spectrometry. The structure of 2-(4-chlorophenyl)-N0 -(2-hydroxybenzylidene)acetohydrazide was also confirmed by X-ray diffraction. Ab initio computational simulations of the ligand spectra were in good agreement with experimental data and validated the hypothesis about the existence of a conformational mixture of each ligand in solution. Finally, the complexation potential of the synthesized ligands to Cu2+ was assessed by continuous variation experiments and FT-IR spectroscopy.https://revistas.javeriana.edu.co/index.php/scientarium/article/view/30384conformers;chelating ligands;dft calculations;n-acylhydrazones;schiff base;x-ray crystal structure. |
| spellingShingle | María Mercedes Hincapié Otero Andrey Joaqui Joaqui Dorian Polo Cerón Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study Universitas Scientiarum conformers; chelating ligands; dft calculations; n-acylhydrazones; schiff base; x-ray crystal structure. |
| title | Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study |
| title_full | Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study |
| title_fullStr | Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study |
| title_full_unstemmed | Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study |
| title_short | Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study |
| title_sort | synthesis and characterization of four n acylhydrazones as potential o n o donors for cu2 an experimental and theoretical study |
| topic | conformers; chelating ligands; dft calculations; n-acylhydrazones; schiff base; x-ray crystal structure. |
| url | https://revistas.javeriana.edu.co/index.php/scientarium/article/view/30384 |
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