10108-56-2Relevant articles and documents
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Kruse,C.W.,Kleinschmidt,R.F.
, p. 213 - 216 (1961)
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A novel strategy for N-alkylation of primary amines+
Srivastava, Sanjay K.,Chauhan, Prem Man Singh,Bhaduri, Amiya P.
, p. 2085 - 2091 (1999)
N-alkylation of primary amines has been carried out with alkylbromide using commercial Me2SO and K2CO3 as a base. This process offers a method of selection for obtaining either mono or dialkyl amines.
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Baltzly,Kauder
, p. 173,174, 176 (1951)
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SYNTHETIC APPLICATION OF AMINOSILANES. SELECTIVE FORMATION OF SECONDARY AMINES WITH AMINOSILANES
Ando, Wataru,Tsumaki, Hidetoshi
, p. 693 - 694 (1981)
Aminosilanes readily react with alkyl halides in the presence of sodium methoxide under mild conditions to give N-alkylamines in good yields.
Highly Efficient and Selective N-Alkylation of Amines with Alcohols Catalyzed by in Situ Rehydrated Titanium Hydroxide
Khodakov, Andrei Y.,Kusema, Bright T.,Niu, Feng,Ordomsky, Vitaly V.,Wang, Qiyan,Yan, Zhen
, p. 3404 - 3414 (2020)
Catalytic N-alkylation of amines by alcohols to produce desired amines is an important catalytic reaction in industry. Various noble-metal-based homogeneous and heterogeneous catalysts have been reported for this process. The development of cheap non-noble-metal heterogeneous catalysts for the N-alkylation reaction would be highly desirable. Hereby, we propose the N-alkylation of amines by alcohols over a cheap and efficient heterogeneous catalyst-titanium hydroxide. This catalyst provides a selectivity higher than 90% to secondary amines for functionalized aromatic and aliphatic alcohols and amines with high catalytic activity and stability. Mild Br?nsted acidity formed by the continuous rehydration of Lewis acidity excludes the side reactions and deactivation by adsorbed species. The mechanism of the reaction involves dehydration of alcohols to ethers with subsequent C-O bond cleavage by amine with the formation of secondary amine and recovery of alcohol.
Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions
Zhang, Sishi,Xu, Jie,Cheng, Hongmei,Zang, Cuicui,Sun, Bin,Jiang, Heyan,Bian, Fengxia
supporting information, (2020/03/30)
Atomic economy, non-toxicity, harmlessness and multidirectional selectivity advocated by green chemistry have increasingly become a hot and difficult research topic. Herein, we present a highly efficient, one-pot tandem and easy-to-operate method through which we could directly produce a broad range of multi-directional selective hydrogenated amines or N-alkyl aliphatic amines using aromatic nitro compounds as raw materials. Ru/LDH with characteristics of layered mesoporous structure, well dispersed small Ru nanoparticles and LDH stabilization to the Ru NPs was employed as the catalyst. It is remarkable that multi-directional superb chemoselectivity to aromatic amines, alicyclic amines as well as N-alkyl aliphatic amines could be achieved with excellent catalytic activity and recyclability by tuning reaction conditions over 5wt%Ru/LDH-2. Additionally, this catalytic system also exhibited attractive activity and multi-directional chemoselectivity in the hydrogenation of quinoline and its derivatives with solvents of different polarity. Chemoselectivity to 5,6,7,8-tetrahydroquinoline derivatives could reach as high as 95.6 %.
Recyclable cobalt(0) nanoparticle catalysts for hydrogenations
Büschelberger, Philipp,Reyes-Rodriguez, Efrain,Sch?ttle, Christian,Treptow, Jens,Feldmann, Claus,Jacobi Von Wangelin, Axel,Wolf, Robert
, p. 2648 - 2653 (2018/05/30)
The search for new hydrogenation catalysts that replace noble metals is largely driven by sustainability concerns and the distinct mechanistic features of 3d transition metals. Several combinations of cobalt precursors and specific ligands in the presence of reductants or under high-thermal conditions were reported to provide active hydrogenation catalysts. This study reports a new method of preparation of small, monodisperse Co(0) nanoparticles (3-4 nm) from the reduction of commercial CoCl2 in the absence of ligands or surfactants. High catalytic activity was observed in hydrogenations of alkenes, alkynes, imines, and heteroarenes (2-20 bar H2). The magnetic properties enabled catalyst separation and multiple recyclings.