Chemoselective hydrogenation of nitro compounds to the corresponding amines on Raney® copper catalysts

被引：0
|
作者：
Robitaille, Simon [1 ]
Clement, Genevieve [1 ]
Chapuzet, Jean Marc [1 ]
Lessard, Jean [1 ]
机构：
[1] Univ Sherbrooke, Lab Chim & Electrochim Organ, Dept Chim, Sherbrooke, PQ J1K 2R1, Canada
来源：
CATALYSIS OF ORGANIC REACTIONS | 2007年 / 115卷
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The selectivity of the electrocatalytic hydrogenation (ECH) method for the reduction of nitro compounds to the corresponding amines is compared with that of reduction by Raney copper (RCu) alloy powder in alkaline aqueous ethanol. In the former method, chemisorbed hydrogen is generated in situ by electrochemical reduction of water. In the latter method (termed "chemical catalytic hydrogenation" (CCH)), chemisorbed hydrogen is also generated in situ but by reduction of water by aluminium (by leaching of the alloy). Finally, the selectivity and efficiency of the electrochemical reduction of 5-nitro-indoles, -benzofurane, and -benzothiophene at RCu electrodes in neutral and alkaline aqueous ethanol is compared with that of the classical reduction with zinc in acidic medium.
引用
收藏
页码：281 / +
页数：3
相关论文
共 50 条
  • [41] Chemoselective hydrogenation of nitriles to primary amines catalyzed by water-soluble transition metal catalysts
    Ajjou, Abdelaziz Nait
    Robichaud, Andre
    APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (09)
  • [42] Simple and chemoselective reduction of aromatic nitro compounds to aromatic amines: reduction with hydriodic acid revisited
    Kumar, JSD
    Ho, MM
    Toyokuni, T
    TETRAHEDRON LETTERS, 2001, 42 (33) : 5601 - 5603
  • [43] METAL-AMMONIA REACTIONS - REDUCTIONS OF ARYL NITRO-COMPOUNDS TO THE CORRESPONDING AMINES
    KRAPCHO, AP
    COLLINS, TA
    SYNTHETIC COMMUNICATIONS, 1982, 12 (04) : 293 - 298
  • [44] Chemoselective Hydrogenation of Aromatic Nitro Compounds Using Diammonium Hydrogen Phosphite and Commercial Zinc Dust
    Kumar, K. Anil
    Shruthi, K. S.
    Naik, Nagaraja
    Gowda, D. Channe
    E-JOURNAL OF CHEMISTRY, 2008, 5 (04) : 914 - 917
  • [45] Chemoselective reduction of carbonyl groups of aromatic nitro carbonyl compounds to the corresponding nitroalcohols using thiourea dioxide
    Sambher, Shikha
    Baskar, Chinnappan
    Dhillon, Ranjit S.
    ARKIVOC, 2009, : 141 - 145
  • [46] Superior copper promoted bimetallic catalysts for chemoselective hydrogenation of ortho-chloro-nitrobenzene
    Rao, Komateedi N.
    Reddy, Benjaram M.
    Park, Sang-Eon
    CATALYSIS COMMUNICATIONS, 2009, 11 (02) : 142 - 145
  • [47] ALDEHYDECOLLIDINE DERIVATIVES .1. HIGH PRESSURE HYDROGENATION OF ALDEHYDECOLLIDINE WITH RANEY NICKEL AND COPPER CATALYSTS
    MARUOKA, M
    FUSHIZAK.Y
    ISAGAWA, K
    NIPPON KAGAKU ZASSHI, 1961, 82 (06): : 761 - +
  • [48] Chemoselective hydrogenation of unsaturated carbonyl compounds
    Gallezot, P.
    Richard, D.
    Erdoel & Kohle, Erdgas, Petrochemie, 1994, 47 (7-8): : 283 - 286
  • [49] Effects of Phosphorus Modifier and Support on the Properties of Palladium Catalysts in the Chemoselective Hydrogenation of Acetylenic Compounds
    Belykh, L. B.
    Sterenchuk, T. P.
    Skripov, N. I.
    Milenkaya, E. A.
    Kornaukhova, T. A.
    Skornikova, S. A.
    Kolesnikov, S. S.
    Schmidt, F. K.
    KINETICS AND CATALYSIS, 2024, 65 (01) : 17 - 29
  • [50] Copper-Catalyzed Chemoselective Nitro Reduction
    Le, Thi Minh Thi
    Zhong, Mingbing
    Jubaul, Philippe
    Poisson, Thomas
    SYNTHESIS-STUTTGART, 2024,
12345