Synthesis of N-(3-and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst
Само за регистроване кориснике
2011
Аутори
Milosavljević, Milutin M.Vuković, Goran D.
Marinković, Aleksandar
Aleksić, Radoslav
Uskoković, Petar
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Twelve N-(3- and 4-substituted phenyl)-O-isobutyl thionocarbamates, eight of which are novel, were synthesized from O-isobutyl xanthate and 3- and 4-substituted anilines in the presence of a nano-platinum aminophenyl modified multi-walled carbon nanotube catalyst. The nano-Pt catalyst was prepared on a carbon nanotube support modified by diazotization, nitro group reduction, and subsequent microwave-assisted nano-Pt precipitation. The catalyst was characterized by Fourier transform infrared (FT-IR) spectroscopy, elemental analysis, thermogravimetric analysis, and transmission electron microscopy. The nano-platinum/modified carbon nanotube catalyst was compared with a commercial Pt/active carbon catalyst in terms of product purity and yield. The results obtained by the use of the catalysts were additionally compared with those obtained by reaction of sodium isobutyl xanthogenacetate and 3- and 4-substituted anilines. Full structure characterization of the synthesized N-(substituted phen...yl)-O-isobutyl thionocarbamates was achieved using FT-IR, H-1 and C-13 NMR, and mass spectrometric methods, and their purity was proved by elemental analysis and gas chromatography. The new catalytic method offers advantages over the commercial method, such as higher yields and no product purification is required, thus conforming to the principles of ecologically friendly syntheses.
Кључне речи:
Amines / Nanostructure / Nucleophilic substitutions / Heterogeneous catalysis / Thionocarbamates / Nano-Pt/NH2Ph-MWCNTИзвор:
Monatshefte Fur Chemie, 2011, 142, 10, 1045-1053Издавач:
- Springer Wien, Wien
Финансирање / пројекти:
- US Department of Energy, Office of Basic Energy Sciences, Division of Materials Sciences and EngineeringUnited States Department of Energy (DOE) [DE-AC02 05CH11231]
- Reinforcing of Nanotechnology and Functional Materials Centre (EU-FP7-245916)
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-MESTD-Basic Research (BR or ON)-172013)
- Синтеза, развој технологија добијања и примена наноструктурних мултифункционалних материјала дефинисаних својстава (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-45019)
DOI: 10.1007/s00706-011-0568-5
ISSN: 0026-9247
WoS: 000297216000011
Scopus: 2-s2.0-80054035920
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Milosavljević, Milutin M. AU - Vuković, Goran D. AU - Marinković, Aleksandar AU - Aleksić, Radoslav AU - Uskoković, Petar PY - 2011 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/1901 AB - Twelve N-(3- and 4-substituted phenyl)-O-isobutyl thionocarbamates, eight of which are novel, were synthesized from O-isobutyl xanthate and 3- and 4-substituted anilines in the presence of a nano-platinum aminophenyl modified multi-walled carbon nanotube catalyst. The nano-Pt catalyst was prepared on a carbon nanotube support modified by diazotization, nitro group reduction, and subsequent microwave-assisted nano-Pt precipitation. The catalyst was characterized by Fourier transform infrared (FT-IR) spectroscopy, elemental analysis, thermogravimetric analysis, and transmission electron microscopy. The nano-platinum/modified carbon nanotube catalyst was compared with a commercial Pt/active carbon catalyst in terms of product purity and yield. The results obtained by the use of the catalysts were additionally compared with those obtained by reaction of sodium isobutyl xanthogenacetate and 3- and 4-substituted anilines. Full structure characterization of the synthesized N-(substituted phenyl)-O-isobutyl thionocarbamates was achieved using FT-IR, H-1 and C-13 NMR, and mass spectrometric methods, and their purity was proved by elemental analysis and gas chromatography. The new catalytic method offers advantages over the commercial method, such as higher yields and no product purification is required, thus conforming to the principles of ecologically friendly syntheses. PB - Springer Wien, Wien T2 - Monatshefte Fur Chemie T1 - Synthesis of N-(3-and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst EP - 1053 IS - 10 SP - 1045 VL - 142 DO - 10.1007/s00706-011-0568-5 ER -
@article{ author = "Milosavljević, Milutin M. and Vuković, Goran D. and Marinković, Aleksandar and Aleksić, Radoslav and Uskoković, Petar", year = "2011", abstract = "Twelve N-(3- and 4-substituted phenyl)-O-isobutyl thionocarbamates, eight of which are novel, were synthesized from O-isobutyl xanthate and 3- and 4-substituted anilines in the presence of a nano-platinum aminophenyl modified multi-walled carbon nanotube catalyst. The nano-Pt catalyst was prepared on a carbon nanotube support modified by diazotization, nitro group reduction, and subsequent microwave-assisted nano-Pt precipitation. The catalyst was characterized by Fourier transform infrared (FT-IR) spectroscopy, elemental analysis, thermogravimetric analysis, and transmission electron microscopy. The nano-platinum/modified carbon nanotube catalyst was compared with a commercial Pt/active carbon catalyst in terms of product purity and yield. The results obtained by the use of the catalysts were additionally compared with those obtained by reaction of sodium isobutyl xanthogenacetate and 3- and 4-substituted anilines. Full structure characterization of the synthesized N-(substituted phenyl)-O-isobutyl thionocarbamates was achieved using FT-IR, H-1 and C-13 NMR, and mass spectrometric methods, and their purity was proved by elemental analysis and gas chromatography. The new catalytic method offers advantages over the commercial method, such as higher yields and no product purification is required, thus conforming to the principles of ecologically friendly syntheses.", publisher = "Springer Wien, Wien", journal = "Monatshefte Fur Chemie", title = "Synthesis of N-(3-and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst", pages = "1053-1045", number = "10", volume = "142", doi = "10.1007/s00706-011-0568-5" }
Milosavljević, M. M., Vuković, G. D., Marinković, A., Aleksić, R.,& Uskoković, P.. (2011). Synthesis of N-(3-and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst. in Monatshefte Fur Chemie Springer Wien, Wien., 142(10), 1045-1053. https://doi.org/10.1007/s00706-011-0568-5
Milosavljević MM, Vuković GD, Marinković A, Aleksić R, Uskoković P. Synthesis of N-(3-and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst. in Monatshefte Fur Chemie. 2011;142(10):1045-1053. doi:10.1007/s00706-011-0568-5 .
Milosavljević, Milutin M., Vuković, Goran D., Marinković, Aleksandar, Aleksić, Radoslav, Uskoković, Petar, "Synthesis of N-(3-and 4-substituted phenyl)-O-isobutyl thionocarbamates from O-isobutyl xanthate and amines using a nano-platinum multi-walled carbon nanotube catalyst" in Monatshefte Fur Chemie, 142, no. 10 (2011):1045-1053, https://doi.org/10.1007/s00706-011-0568-5 . .