Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole
Nema prikaza
Autori
Borodkin, Sergey A.Popov, Leonid D.
Tsaturyan, Arshak A.
Milenković, Milica R.
Shcherbakov, Igor N.
Lukov, Vladimir V.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The Schiff base (HLBr), containing a chelating unit and triphenylphosphonium moiety has been synthesized in the reaction of 4-aminobenzyl(triphenyl)phosphonium bromide with 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole. The composition and structure of HLBr have been determined by elemental analysis, IR, 1D and 2D NMR, electronic spectroscopy and mass spectrometry. Density functional theory (DFT) calculations (6-311G(d,p) level of theory) have been carried out to investigate tautomeric forms of HL+ and the reaction mechanism of its formation and spectral properties. The most stable form in the solid state and in DMSO solution is pyrazolone (keto-amine) tautomeric form. [GRAPHICS] .
Ključne reči:
phosphonium salts / quantum-chemical calculations / schiff base / tautomerismIzvor:
Phosphorus Sulfur and Silicon and the Related Elements, 2018, 193, 6, 375-381Izdavač:
- Taylor & Francis Ltd, Abingdon
Finansiranje / projekti:
- Interakcije prirodnih proizvoda, njihovih derivata i kompleksnih jedinjenja sa proteinima i nukleinskim kiselinama (RS-MESTD-Basic Research (BR or ON)-172055)
DOI: 10.1080/10426507.2018.1424159
ISSN: 1042-6507
WoS: 000433549300006
Scopus: 2-s2.0-85041526517
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Borodkin, Sergey A. AU - Popov, Leonid D. AU - Tsaturyan, Arshak A. AU - Milenković, Milica R. AU - Shcherbakov, Igor N. AU - Lukov, Vladimir V. PY - 2018 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2149 AB - The Schiff base (HLBr), containing a chelating unit and triphenylphosphonium moiety has been synthesized in the reaction of 4-aminobenzyl(triphenyl)phosphonium bromide with 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole. The composition and structure of HLBr have been determined by elemental analysis, IR, 1D and 2D NMR, electronic spectroscopy and mass spectrometry. Density functional theory (DFT) calculations (6-311G(d,p) level of theory) have been carried out to investigate tautomeric forms of HL+ and the reaction mechanism of its formation and spectral properties. The most stable form in the solid state and in DMSO solution is pyrazolone (keto-amine) tautomeric form. [GRAPHICS] . PB - Taylor & Francis Ltd, Abingdon T2 - Phosphorus Sulfur and Silicon and the Related Elements T1 - Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole VL - 193 IS - 6 SP - 375 EP - 381 DO - 10.1080/10426507.2018.1424159 ER -
@article{ author = "Borodkin, Sergey A. and Popov, Leonid D. and Tsaturyan, Arshak A. and Milenković, Milica R. and Shcherbakov, Igor N. and Lukov, Vladimir V.", year = "2018", abstract = "The Schiff base (HLBr), containing a chelating unit and triphenylphosphonium moiety has been synthesized in the reaction of 4-aminobenzyl(triphenyl)phosphonium bromide with 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole. The composition and structure of HLBr have been determined by elemental analysis, IR, 1D and 2D NMR, electronic spectroscopy and mass spectrometry. Density functional theory (DFT) calculations (6-311G(d,p) level of theory) have been carried out to investigate tautomeric forms of HL+ and the reaction mechanism of its formation and spectral properties. The most stable form in the solid state and in DMSO solution is pyrazolone (keto-amine) tautomeric form. [GRAPHICS] .", publisher = "Taylor & Francis Ltd, Abingdon", journal = "Phosphorus Sulfur and Silicon and the Related Elements", title = "Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole", volume = "193", number = "6", pages = "375-381", doi = "10.1080/10426507.2018.1424159" }
Borodkin, S. A., Popov, L. D., Tsaturyan, A. A., Milenković, M. R., Shcherbakov, I. N.,& Lukov, V. V.. (2018). Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole. in Phosphorus Sulfur and Silicon and the Related Elements Taylor & Francis Ltd, Abingdon., 193(6), 375-381. https://doi.org/10.1080/10426507.2018.1424159
Borodkin SA, Popov LD, Tsaturyan AA, Milenković MR, Shcherbakov IN, Lukov VV. Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole. in Phosphorus Sulfur and Silicon and the Related Elements. 2018;193(6):375-381. doi:10.1080/10426507.2018.1424159 .
Borodkin, Sergey A., Popov, Leonid D., Tsaturyan, Arshak A., Milenković, Milica R., Shcherbakov, Igor N., Lukov, Vladimir V., "Theoretical and experimental study of triphenylphosphonium Schiff base of 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole" in Phosphorus Sulfur and Silicon and the Related Elements, 193, no. 6 (2018):375-381, https://doi.org/10.1080/10426507.2018.1424159 . .