- Utilization of a Hydrogen Source from Renewable Lignocellulosic Biomass for Hydrogenation of Nitroarenes
-
Exploring of hydrogen source from renewable biomass, such as glucose in alkaline solution, for hydrogenation reactions had been studied since 1860s. According to proposed pathway, only small part of hydrogen source in glucose was utilized. Herein, the utilization of a hydrogen source from renewable lignocellulosic biomass, one of the most abundant renewable sources in nature, for a hydrogenation reaction is described. The hydrogenation is demonstrated by reduction of nitroarenes to arylamines in up to 95 % yields. Mechanism studies suggest that the hydrogenation occurs via a hydrogen transformation pathway.
- Tan, Fang-Fang,Tang, Kai-Li,Zhang, Ping,Guo, Yan-Jun,Qu, Mengnan,Li, Yang
-
p. 4189 - 4195
(2019/03/07)
-
- Nitrogen-doped graphene-activated iron-oxide-based nanocatalysts for selective transfer hydrogenation of nitroarenes
-
Nanoscaled iron oxides on carbon were modified with nitrogen-doped graphene (NGr) and found to be excellent catalysts for the chemoselective transfer hydrogenation of nitroarenes to anilines. Under standard reaction conditions, a variety of functionalized and structurally diverse anilines, which serve as key building blocks and central intermediates for fine and bulk chemicals, were synthesized in good to excellent yields.
- Jagadeesh, Rajenahally V.,Natte, Kishore,Junge, Henrik,Beller, Matthias
-
p. 1526 - 1529
(2015/03/14)
-
- Highly selective transfer hydrogenation of functionalised nitroarenes using cobalt-based nanocatalysts
-
Anilines are important feedstock for the synthesis of a variety of chemicals such as dyes, pigments, pharmaceuticals and agrochemicals. The chemoselective catalytic reduction of nitro compounds represents the most important and prevalent process for the manufacture of functionalized anilines. Consequently, the development of selective catalysts for the reduction of nitro compounds in the presence of other reducible groups is a major challenge and is crucial. In this regard, herein we show that the cobalt oxide (Co3O4-NGr@C) based nano-materials, prepared by the pyrolysis of cobalt-phenanthroline complexes on carbon constitute highly selective catalysts for the transfer hydrogenation of nitroarenes to anilines using formic acid as a hydrogen source. Applying these catalysts, a series of structurally diverse and functionalized nitroarenes have been reduced to anilines with unprecedented chemo-selectivity tolerating halides, olefins, aldehyde, ketone, ester, amide and nitrile functionalities.
- Jagadeesh, Rajenahally V.,Banerjee, Debasis,Arockiam, Percia Beatrice,Junge, Henrik,Junge, Kathrin,Pohl, Marga-Martina,Radnik, J?rg,Brückner, Angelika,Beller, Matthias
-
supporting information
p. 898 - 902
(2015/03/04)
-
- Nanoscale Fe2O3-based catalysts for selective hydrogenation of nitroarenes to anilines
-
Production of anilines - key intermediates for the fine chemical, agrochemical, and pharmaceutical industries - relies on precious metal catalysts that selectively hydrogenate aryl nitro groups in the presence of other easily reducible functionalities. Herein, we report convenient and stable iron oxide (Fe2O3) - based catalysts as a more earth-abundant alternative for this transformation. Pyrolysis of iron-phenanthroline complexes on carbon furnishes a unique structure in which the active Fe2O 3 particles are surrounded by a nitrogen-doped carbon layer. Highly selective hydrogenation of numerous structurally diverse nitroarenes (more than 80 examples) proceeded in good to excellent yield under industrially viable conditions.
- Jagadeesh, Rajenahally V.,Surkus, Annette-Enrica,Junge, Henrik,Pohl, Marga-Martina,Radnik, Joerg,Rabeah, Jabor,Huan, Heming,Schunemann, Volker,Brueckner, Angelika,Beller, Matthias
-
p. 1073 - 1076
(2014/01/06)
-
- 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxyl]-propionic acid methyl ester with herbicidal activity
-
There is described the novel 2-[4-(5-Chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid methyl ester and its (R)-enantiomer. STR1 These compounds are suitable for selectively controlling weeds in crops of cultivated plants, and for reducing the growth of grasses.
- -
-
-
- Process for the preparation of fluorinated pyridine derivatives
-
In accordance with a novel process, 2,3-difluoropyridines of formula I STR1 wherein X is halogen or trifluoromethyl, are prepared by diazotising a 3-amino-2-halopyridine of formula II STR2 wherein X is as defined for formula I and Y is bromine, chlorine or fluorine, in the presence of hydrogen fluroide, to give a 3-fluoro-2-halopyridine of formula III STR3 wherein X and Y are as defined for formula II, and treating resultant 3-fluoro-2-halopyridines of formula III, wherein Y is bromine or chlorine, with a fluorinating agent. The 2,3-difluoropyridines prepared by the novel process are valuable intermediates for the preparation of 2-[4-(3-fluoropyridin-2-yloxy)-phenoxy]propionic acid derivatives which are known as herbicides.
- -
-
-
- 2-(4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy)-propionic acid-propynyl ester with herbicidal activity
-
There is described the 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid propynyl ester and its (R)-enantiomer of formula I STR1 These compounds are suitable for selectively controlling weeds in crops of cultivated plants, or for reducing the growth of grasses.
- -
-
-