61806-76-6Relevant academic research and scientific papers
Highly Stable Porous-Carbon-Coated Ni Catalysts for the Reductive Amination of Levulinic Acid via an Unconventional Pathway
Gao, Guang,Sun, Peng,Li, Yunqin,Wang, Fang,Zhao, Zelun,Qin, Yong,Li, Fuwei
, p. 4927 - 4935 (2017/08/17)
The catalytic conversions of biomass and its derivatives into fuels and chemicals require active and stable catalysts. Non-noble-metal catalysts typically suffer from deactivation due to the leaching and sintering of the metal species in liquid-phase reactions. In this work, we report a facile synthesis of porous-carbon-coated Ni catalysts supported on carbon nanotubes (CNFx@Ni@CNTs) by atomic layer deposition for the reductive amination of levulinic acid (LA) with amines to pyrrolidones. Under the protection of porous carbon with a moderate thickness, the optimized CNF30@Ni@CNTs catalyst showed a 99% yield of pyrrolidones and recyclability of up to 20 runs without the leaching and sintering of Ni nanoparticles. On the basis of verification experiments and density functional theory calculations, we determined that our Ni-catalyzed reductive amination of LA with amines underwent an unconventional pathway via amides as the first intermediate, followed by tandem cyclization, intramolecular dehydration, and hydrogenation to the desired pyrrolidones. This pathway was completely different from the reported imine-intermediated route in Pt-catalyzed systems. This work provides insights into the design of active and stable heterogeneous catalysts for liquid-phase reactions as well as into switching reaction pathways to realize the replacement of noble metals for the transformation of biobased multifunctional substrates.
NOVEL ORGANIC METAL COMPLEX AND PROCESS FOR PREPARING AMINE COMPOUND
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Page/Page column 12, (2010/09/18)
[Problem] The present invention aims to provide a novel organometallic compound that can be used as a general-use highly active catalyst with superior selectivity for functional groups. [Means for Solving Problem] The present invention relates to an organometallic compound having a novel specific structure of general formula (1): and to a general-use highly active catalyst used in reductive amination reaction with superior selectivity for functional groups that comprises said organometallic compound, and to a process for preparing amine compounds by reductive amination reaction using said catalyst.
Reductive amination with 5-ethyl-2-methylpyridine borane
Burkhardt, Elizabeth R.,Coleridge, Brian M.
, p. 5152 - 5155 (2008/12/20)
We report a new amine borane, 5-ethyl-2-methylpyridine borane complex (PEMB) useful for reductive aminations of ketones and aldehydes in methanol or neat. Two of the three hydrides on PEMB are effectively utilized maximizing the economy of the reagent.
One-pot reductive amination of aldehydes and ketones with α-picoline-borane in methanol, in water, and in neat conditions
Sato, Shinya,Sakamoto, Takeshi,Miyazawa, Etsuko,Kikugawa, Yasuo
, p. 7899 - 7906 (2007/10/03)
A one-pot reductive amination of aldehydes and ketones with amines using α-picoline-borane as a reducing agent is described. The reaction has been carried out in MeOH, in H2O, and in neat conditions in the presence of small amounts of AcOH. This is a highly efficient and mild procedure that is applicable for a wide variety of substrates. In particular, this is the first successful demonstration that this type of reaction can be carried out in water and in neat conditions.
Hydroamination of carbonyl compounds with oximes
Tarasevich,Kozlov
, p. 379 - 383 (2007/10/03)
N-alkyl(cycloalkyl)benzylamines, p-fluorobenzylamines, (1-phenylethyl) amines, [1-(p-fluorophenyl)ethyl]amines were synthesized by hydroamination of aldehydes and ketones with oximes.
Ketoester methacrylate resin, secondary amine clean-up in the presence of primary amines
Yu,Alesso,Pears,Worthington,Luke,Bradley
, p. 1947 - 1952 (2007/10/03)
A ketoester resin was developed as the basis for a selective scavenger for primary amines in the presence of secondary amines. The utility of the scavenger was demonstrated with a range of reductive amination chemistries with both mono- and diamines. The resin's specificity is based on the removal of the primary amines via their enamines.
