Direct Hydrogenation of a Broad Range of Amides under Base-free Conditions using an Efficient and Selective Ruthenium(II) Pincer Catalyst

被引：28
作者：
Wang, Zheng [1 ,2 ,3 ,4 ]
Li, Yong [1 ]
Liu, Qing-bin [1 ]
Solan, Gregory A. [2 ,3 ,5 ]
Ma, Yanping [2 ,3 ]
Sun, Wen-Hua [2 ,3 ,4 ]
机构：
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050024, Hebei, Peoples R China
[2] Chinese Acad Sci, Key Lab Engn Plast, Inst Chem, Beijing 100190, Peoples R China
[3] Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, Beijing 100190, Peoples R China
[4] Univ Chinese Acad Sci, CAS Res Educ Ctr Excellence Mol Sci, Beijing 100049, Peoples R China
[5] Univ Leicester, Dept Chem, Univ Rd, Leicester LE1 7RH, Leics, England
来源：
CHEMCATCHEM | 2017年 / 9卷 / 22期
基金：
中国国家自然科学基金;
关键词：
amides; amines; homogeneous catalysis; hydrogenation; ruthenium; METAL-LIGAND COOPERATION; HOMOGENEOUS HYDROGENATION; SECONDARY ALCOHOLS; TERTIARY AMIDES; MILD CONDITIONS; AMINES; REDUCTION; COMPLEX; ACID; DEHYDROGENATION;
D O I：
10.1002/cctc.201700952
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：
The ruthenium(II) complex, [fac-PNHN]RuH((1)-BH4)(CO) (B; PNHN=8-(2-diphenylphosphinoethyl)aminotrihydroquinoline), is a highly versatile and effective catalyst (loadings of 0.1-1mol%) for the hydrogenation of a multitude of amides, which include primary, secondary, and tertiary amides, to give their corresponding alcohols and amines in high yields under base-free conditions. All products were confirmed by using GC and GC-MS.
引用
收藏
页码：4275 / 4281
页数：7
相关论文
共 71 条
  • [1] [Anonymous], 2013, ANGEW CHEM
  • [2] Balaraman E., 2011, ANGEW CHEM INT EDIT, V123, P11906, DOI DOI 10.1002/ANGE.201106612
  • [3] Unprecedented Catalytic Hydrogenation of Urea Derivatives to Amines and Methanol
    Balaraman, Ekambaram
    Ben-David, Yehoshoa
    Milstein, David
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (49) : 11702 - 11705
  • [4] Balaraman E, 2011, NAT CHEM, V3, P609, DOI [10.1038/NCHEM.1089, 10.1038/nchem.1089]
  • [5] Direct Hydrogenation of Amides to Alcohols and Amines under Mild Conditions
    Balaraman, Ekambaram
    Gnanaprakasam, Boopathy
    Shimon, Linda J. W.
    Milstein, David
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (47) : 16756 - 16758
  • [6] PNN Ruthenium Pincer Complexes Based on Phosphinated 2,2′-Dipyridinemethane and 2,2′-Oxobispyridine. Metal-Ligand Cooperation in Cyclometalation and Catalysis
    Barrios-Francisco, Rigoberto
    Balaraman, Ekambaram
    Diskin-Posner, Yael
    Leitus, Gregory
    Shimon, Linda J. W.
    Milstein, David
    [J]. ORGANOMETALLICS, 2013, 32 (10) : 2973 - 2982
  • [7] Selective hydrogenation of amides using bimetallic Ru/Re and Rh/Re catalysts
    Beamson, Graham
    Papworth, Adam J.
    Philipps, Charles
    Smith, Andrew M.
    Whyman, Robin
    [J]. JOURNAL OF CATALYSIS, 2011, 278 (02) : 228 - 238
  • [8] Selective hydrogenation of amides using Rh/Mo catalysts
    Beamson, Graham
    Papworth, Adam J.
    Philipps, Charles
    Smith, Andrew M.
    Whyman, Robin
    [J]. JOURNAL OF CATALYSIS, 2010, 269 (01) : 93 - 102
  • [9] Properties of known drugs. 2. Side chains
    Bemis, GW
    Murcko, MA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (25) : 5095 - 5099
  • [10] Catalytic hydrogenation of tertiary amides at low temperatures and pressures using bimetallic Pt/Re-based catalysts
    Burch, R.
    Paun, C.
    Cao, X. -M.
    Crawford, P.
    Goodrich, P.
    Hardacre, C.
    Hu, P.
    McLaughlin, L.
    Sa, J.
    Thompson, J. M.
    [J]. JOURNAL OF CATALYSIS, 2011, 283 (01) : 89 - 97
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