Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione)
Само за регистроване кориснике
2020
Аутори
Uraev, Ali I.Nefedov, Sergey E.
Lyssenko, Konstantin A.
Vlasenko, Valery G.
Ikorskii, Vladimir N.
Garnovskii, Dmitrii A.
Makarova, Nadezhda I.
Levchenkov, Sergey I.
Shcherbakov, Igor N.
Milenković, Milica R.
Borodkin, Gennadii S.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The aminomethylene derivatives of pyrazole-5-one (6) and pyrazole-5-thione (7) were synthesized in the reaction of 2-aminophenol (4) with corresponding 1-phenyl-3-methyl-5-X-pyrazole-4-carbaldehyde (1, X = hydroxy) or (2, X = sulfanyl). Reaction of 2-aminobenzenethiol (5) with 1-R-3-methyl-5-sulfanyl-pyrazole-4-carbaldehydes (2, R = phenyl and 3, R = isopropyl) results in the formation of disulfide compounds 8 and 9. The structures of compounds 6–9 were determined by IR and NMR spectroscopy and elemental analysis. The reaction of each ligand 6–9 with copper(II) acetate monohydrate in ethanol resulted in dinuclear metal-chelates with Cu2N2O4, Cu2N2O2S2, Cu2N2S4 chromophores. All complexes were characterized with C, H, N elemental analysis, FT-IR, ESR and X-ray absorption spectroscopy. The structures of the complexes 11 and 13 were determined by X-ray single-crystal diffraction. The variable-temperature magnetic susceptibility measurements in the 2–300 K temperature range were performed ...and the influence of the type of bridging atoms on the magnetic and spectral properties was discussed. The nature of magnetic and spectral properties of the copper chelates was analyzed using DFT quantum-chemical calculations within broken-symmetry and time dependent (TD DFT) approximations, correspondingly.
Кључне речи:
Dinuclear complexes of copper(II) / Disulfides of pyrazole-5-thione / EXAFS / Magnetochemical measurements / Single X-ray diffraction / Tridentate aminomethylene derivatives of pyrazole-5-one(thione) / UV–VisИзвор:
Polyhedron, 2020, 188, 114623-Издавач:
- Elsevier
Финансирање / пројекти:
- State Assignment in the field of scientific activity of Russian Federation (initiative research - project № 4.6088.2017/8.9)
Напомена:
- Supplementary material: https://cherry.chem.bg.ac.rs/handle/123456789/4236
DOI: 10.1016/j.poly.2020.114623
ISSN: 0277-5387
WoS: 000564521300004
Scopus: 2-s2.0-85087309709
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Uraev, Ali I. AU - Nefedov, Sergey E. AU - Lyssenko, Konstantin A. AU - Vlasenko, Valery G. AU - Ikorskii, Vladimir N. AU - Garnovskii, Dmitrii A. AU - Makarova, Nadezhda I. AU - Levchenkov, Sergey I. AU - Shcherbakov, Igor N. AU - Milenković, Milica R. AU - Borodkin, Gennadii S. PY - 2020 UR - https://cherry.chem.bg.ac.rs/handle/123456789/4221 AB - The aminomethylene derivatives of pyrazole-5-one (6) and pyrazole-5-thione (7) were synthesized in the reaction of 2-aminophenol (4) with corresponding 1-phenyl-3-methyl-5-X-pyrazole-4-carbaldehyde (1, X = hydroxy) or (2, X = sulfanyl). Reaction of 2-aminobenzenethiol (5) with 1-R-3-methyl-5-sulfanyl-pyrazole-4-carbaldehydes (2, R = phenyl and 3, R = isopropyl) results in the formation of disulfide compounds 8 and 9. The structures of compounds 6–9 were determined by IR and NMR spectroscopy and elemental analysis. The reaction of each ligand 6–9 with copper(II) acetate monohydrate in ethanol resulted in dinuclear metal-chelates with Cu2N2O4, Cu2N2O2S2, Cu2N2S4 chromophores. All complexes were characterized with C, H, N elemental analysis, FT-IR, ESR and X-ray absorption spectroscopy. The structures of the complexes 11 and 13 were determined by X-ray single-crystal diffraction. The variable-temperature magnetic susceptibility measurements in the 2–300 K temperature range were performed and the influence of the type of bridging atoms on the magnetic and spectral properties was discussed. The nature of magnetic and spectral properties of the copper chelates was analyzed using DFT quantum-chemical calculations within broken-symmetry and time dependent (TD DFT) approximations, correspondingly. PB - Elsevier T2 - Polyhedron T1 - Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione) VL - 188 SP - 114623 DO - 10.1016/j.poly.2020.114623 ER -
@article{ author = "Uraev, Ali I. and Nefedov, Sergey E. and Lyssenko, Konstantin A. and Vlasenko, Valery G. and Ikorskii, Vladimir N. and Garnovskii, Dmitrii A. and Makarova, Nadezhda I. and Levchenkov, Sergey I. and Shcherbakov, Igor N. and Milenković, Milica R. and Borodkin, Gennadii S.", year = "2020", abstract = "The aminomethylene derivatives of pyrazole-5-one (6) and pyrazole-5-thione (7) were synthesized in the reaction of 2-aminophenol (4) with corresponding 1-phenyl-3-methyl-5-X-pyrazole-4-carbaldehyde (1, X = hydroxy) or (2, X = sulfanyl). Reaction of 2-aminobenzenethiol (5) with 1-R-3-methyl-5-sulfanyl-pyrazole-4-carbaldehydes (2, R = phenyl and 3, R = isopropyl) results in the formation of disulfide compounds 8 and 9. The structures of compounds 6–9 were determined by IR and NMR spectroscopy and elemental analysis. The reaction of each ligand 6–9 with copper(II) acetate monohydrate in ethanol resulted in dinuclear metal-chelates with Cu2N2O4, Cu2N2O2S2, Cu2N2S4 chromophores. All complexes were characterized with C, H, N elemental analysis, FT-IR, ESR and X-ray absorption spectroscopy. The structures of the complexes 11 and 13 were determined by X-ray single-crystal diffraction. The variable-temperature magnetic susceptibility measurements in the 2–300 K temperature range were performed and the influence of the type of bridging atoms on the magnetic and spectral properties was discussed. The nature of magnetic and spectral properties of the copper chelates was analyzed using DFT quantum-chemical calculations within broken-symmetry and time dependent (TD DFT) approximations, correspondingly.", publisher = "Elsevier", journal = "Polyhedron", title = "Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione)", volume = "188", pages = "114623", doi = "10.1016/j.poly.2020.114623" }
Uraev, A. I., Nefedov, S. E., Lyssenko, K. A., Vlasenko, V. G., Ikorskii, V. N., Garnovskii, D. A., Makarova, N. I., Levchenkov, S. I., Shcherbakov, I. N., Milenković, M. R.,& Borodkin, G. S.. (2020). Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione). in Polyhedron Elsevier., 188, 114623. https://doi.org/10.1016/j.poly.2020.114623
Uraev AI, Nefedov SE, Lyssenko KA, Vlasenko VG, Ikorskii VN, Garnovskii DA, Makarova NI, Levchenkov SI, Shcherbakov IN, Milenković MR, Borodkin GS. Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione). in Polyhedron. 2020;188:114623. doi:10.1016/j.poly.2020.114623 .
Uraev, Ali I., Nefedov, Sergey E., Lyssenko, Konstantin A., Vlasenko, Valery G., Ikorskii, Vladimir N., Garnovskii, Dmitrii A., Makarova, Nadezhda I., Levchenkov, Sergey I., Shcherbakov, Igor N., Milenković, Milica R., Borodkin, Gennadii S., "Synthesis, structure, spectroscopic studies and magnetic properties of Cu2N2O4-, Cu2N2O2(S2)-, Cu2N2S4-chromophores based on aminomethylene derivatives of pyrazole-5-one(thione)" in Polyhedron, 188 (2020):114623, https://doi.org/10.1016/j.poly.2020.114623 . .