- One-pot Reductive Amination of carbonyl Compounds with Nitro Compounds by Transfer Hydrogenation over Co–Nx as catalyst
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A new method was developed for the synthesis of secondary amines through the one-pot reductive amination of carbonyl compounds with nitro compounds using formic acid as the hydrogen donor over a heterogeneous non-noble-metal catalyst (Co-Nx/C-800-AT, generated by the pyrolysis of the cobalt phthalocyanine/silica composite at 800°C under a N2 atmosphere and subsequent etching by HF). Both nitrogen and cobalt were of considerable importance in the transfer hydrogenation reactions with formic acid.
- Zhou, Peng,Zhang, Zehui
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p. 1892 - 1897
(2017/05/16)
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- One-pot reductive amination of carbonyl compounds with nitro compounds with CO/H2O as the hydrogen donor over non-noble cobalt catalyst
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The one-pot reductive amination of carbonyl compounds with nitro compounds over heterogeneous non-noble metal catalysts was developed for the first time by transfer hydrogenation with CO/H2O as the hydrogen donor. Nitrogen-doped carbon supported cobalt nanoparticles were observed to be active toward this reaction, affording structurally-diverse secondary amines with high yields. Kinetic studies revealed that the transfer hydrogenation of imines (C[dbnd]N bonds) was the rate-determining step. Reaction mechanism studies indicated that both nitrogen and cobalt nanoparticles were important for the transfer hydrogenation with CO/H2O to generate the proton (N[sbnd]H+) and hydride (Co[sbnd]H?) as the active species. Furthermore, the heterogeneous cobalt catalyst was highly stable without the loss of its catalytic activity during the recycling experiments.
- Zhou, Peng,Yu, Changlin,Jiang, Liang,Lv, Kangle,Zhang, Zehui
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p. 264 - 273
(2017/06/23)
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- Catalytic hydrogenation of amides to amines under mild conditions
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Under (not so much) pressure: A general method for the hydrogenation of tertiary and secondary amides to amines with excellent selectivity using a bimetallic Pd-Re catalyst has been developed. The reaction proceeds under low pressure and comparatively low temperature. This method provides organic chemists with a simple and reliable tool for the synthesis of amines. Copyright
- Stein, Mario,Breit, Bernhard
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supporting information
p. 2231 - 2234
(2013/03/28)
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- A priori phase prediction of zeolites: Case study of the structure-directing effects in the synthesis of MTT-type zeolites
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This study first uses molecular modeling to examine the structure-directing effects of small amines that are selective for the crystallization of MTT-type zeolite phases. The optimized van der Waals interactions of these small amines are compared within the one-dimensional pore zeolites with the MTT, TON, and MTW frameworks. From these results and our previous molecular modeling studies of structure-directing agents (SDA) for MTT-type zeolites, a large number of amines or quaternary ammonium molecules are successfully predicted to be selective for MTT phases. These molecules were chosen by matching the crystallographic periodicity of the pore structure with the distances between the centers of branched groups in these molecules. These molecules vary in length and in the number of branched moieties, and a few of these molecules are polymeric or oligomeric. In test cases where the distances between the branched groups are not multiples of the pore periodicity, with few exceptions these molecules usually do not produce MTT phases. Finally, we discuss the inorganic conditions necessary for crystallization of MTT phases in borosilicate preparations with some of the diamines in this investigation.
- Burton, Allen W.
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p. 7627 - 7637
(2008/02/08)
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- Reduction of imines via titanium-catalyzed hydromagnesation
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We have recently discovered that imines can be reduced to amines via a titanium catalyzed hydromagnesation reaction. These reactions employ n-BuMgCl (1.2 eq) as the stoichiometric reducing agent and Cp2TiCl2 (3-5 mol%) as a catalyst. Reactions are run under nitrogen at ambient temperature and pressure. For most aldimine and cyclic ketimine substrates amine products are obtained in yields ranging from 69-94%. The reaction is not tolerant of bulky nitrogen substituents or primary enolizable protons on the imine substrate.
- Amin, Sk. Rasidul,Crowe, William E.
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p. 7487 - 7490
(2007/10/03)
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- ELECTROCHEMICAL REDUCTIVE AMINATION. II. AMINATION OF ALIPHATIC ALDEHYDES WITH PRIMARY AMINES
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The formation of a secondary amine by the electrolysis of an aqueous solution containing an aldehyde and a primary amine was studied.The formation of the secondary amines passes through the intermediate stage of an aldimine.The highest yield of secondary amine is attained at a molar ratio of primary amine to aldehyde of 1.2:1.As electrode material lead, cadmium, zinc, and copper may be used.As supporting electrolyte a phosphate buffer with a pH close to the pKa of the primary amine is recommended.By the method developed 32 amines with various structures were synthesized.
- Smirnov, Yu. D.,Pavlichenko, V. F.,Tomilov, A. P.
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p. 374 - 380
(2007/10/02)
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- New dopaminergic and potential anti-Parkinson compounds, N,N-disubstituted β- (3,4-dihydroxyphenyl)ethylamines
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Of the dopamine analogues synthesized and tested for dopaminergic agonism, the N-n-propyl-N-substituted homologues induced strong postural asymmetric behaviour indicative of dopaminergic action in caudectomized mice when injected intraperitoneally. N-n-Pr
- Ginos,Cotzias,Doroski
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p. 160 - 165
(2007/10/05)
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