A versatile cobalt catalyst for the reductive amination of carbonyl compounds with nitro compounds by transfer hydrogenation

被引:120
|
作者
Zhou, Peng [1 ]
Zhang, Zehui [1 ]
Jiang, Liang [1 ]
Yu, Changlin [2 ]
Lv, Kangle [1 ]
Sun, Jie [1 ]
Wang, Shuguo [1 ]
机构
[1] South Cent Univ Nationalities, Minist Educ, Key Lab Catalysis & Mat Sci, Wuhan 430074, Peoples R China
[2] Jiangxi Univ Sci & Technol, Sch Met & Chem Engn, 86 Hongqi Rd, Ganzhou 341000, Peoples R China
基金
中国国家自然科学基金;
关键词
Non-noble heterogeneous catalyst; Nitro compounds; Hydrogenation; Transfer hydrogenation; Reductive coupling reaction; FORMIC-ACID; NANOPARTICLES; EFFICIENT; NITROARENES; LIGANDS; METALS; GREEN;
D O I
10.1016/j.apcatb.2017.04.026
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Co nanoparticles embedded in mesoporous nitrogen-doped carbon (abbreviated as Co@CN-800) were prepared and found to be resistant to acid. The Co@CN-800 catalyst was found to be active and selective for the one-pot reductive amination of carbonyl compounds with nitro compounds by transfer hydrogenation with formic acid as the hydrogen donor, affording the corresponding secondary amines with excellent yields (89.6-99%). Both nitrogen atoms and Co nanoparticles were of great importance in the one-pot reductive amination over the Co@CN-800 catalyst by formic acid, and the protic N-H+ and hydridic Co-H- were proposed to be the active species for the transfer hydrogenation reactions. Furthermore, the Co@CN-800 catalyst was highly stable without loss of its activity. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:522 / 532
页数:11
相关论文
共 50 条
  • [31] Convenient Direct Reductive Amination of Carbonyl Compounds in a Completely Aqueous Media
    Simion, Cristian
    Simion, Alina M.
    Arimura, Takashi
    Miyazawa, Akira
    Tashiro, Masashi
    LETTERS IN ORGANIC CHEMISTRY, 2010, 7 (05) : 388 - 391
  • [32] Electronic Effect of Ruthenium Nanoparticles on Efficient Reductive Amination of Carbonyl Compounds
    Komanoya, Tasuku
    Kinemura, Takashi
    kita, Yusuke
    Kamata, Keigo
    Hara, Michikazu
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (33) : 11493 - 11499
  • [33] An Efficient Method for Reductive Amination of Carbonyl Compounds under Nonacidic Conditions
    Hudson, Julian A.
    Sweeney, J. B.
    SYNLETT, 2012, (15) : 2176 - 2178
  • [34] Reactions of sodium borohydride in acetic acid: Reductive amination of carbonyl compounds
    Panfilov A.V.
    Markovich Y.D.
    Zhirov A.A.
    Ivashev I.P.
    Kirsanov A.T.
    Kondrat’ev V.B.
    Pharmaceutical Chemistry Journal, 2004, 34 (7) : 371 - 373
  • [35] Ionic polyamide boosting Ru efficiency in reductive amination of carbonyl compounds
    Hu, Qizhi
    Xu, Hongzhong
    Wu, Yue
    Jiang, Shi
    Wang, Jun
    Zhou, Yu
    MATERIALS CHEMISTRY FRONTIERS, 2023, 7 (11) : 2266 - 2276
  • [36] Selective Transfer Hydrogenation of α,β-Unsaturated Carbonyl Compounds
    Farrar-Tobar, Ronald A.
    Tin, Sergey
    de Vries, Johannes G.
    ORGANOMETALLICS FOR GREEN CATALYSIS, 2019, 63 : 193 - 224
  • [37] Advances in Transfer Hydrogenation of Carbonyl Compounds in Water
    He, Yan-Mei
    Fan, Qing-Hua
    CHEMCATCHEM, 2015, 7 (03) : 398 - 400
  • [38] Novel Combination of Sodium Borohydride and Reusable Polyaniline Salt Catalyst for Rapid and Efficient Reductive Amination of Carbonyl Compounds
    Devi, Chebrolu Lavanya
    Olusegun, Oladoye Sunday
    Kumar, Chebolu Naga Sesha Sai Pavan
    Rao, Vaidya Jayathirtha
    Palaniappan, Srinivasan
    CATALYSIS LETTERS, 2009, 132 (3-4) : 480 - 486
  • [39] Novel Combination of Sodium Borohydride and Reusable Polyaniline Salt Catalyst for Rapid and Efficient Reductive Amination of Carbonyl Compounds
    Chebrolu Lavanya Devi
    Oladoye Sunday Olusegun
    Chebolu Naga Sesha Sai Pavan Kumar
    Vaidya Jayathirtha Rao
    Srinivasan Palaniappan
    Catalysis Letters, 2009, 132 : 480 - 486
  • [40] Reductive coupling of carbonyl compounds promoted by cobalt or titanium nanoparticles
    Nador, Fabiana
    Mascaro, Evangelina
    Castro, Melisa
    Vitale, Cristian
    Radivoy, Gabriel
    ARKIVOC, 2011, : 312 - 326