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
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 50 条
  • [41] Synthesis of vinyl sulfides under base-free conditions using selenium ionic liquid
    Thurow, Samuel
    Ostosi, Naiana T.
    Mendes, Samuel R.
    Jacob, Raquel G.
    Lenardao, Eder J.
    TETRAHEDRON LETTERS, 2012, 53 (21) : 2651 - 2653
  • [42] Supported Gold Nanoparticles-Catalyzed Microwave-Assisted Hydration of Nitriles to Amides under Base-Free Conditions
    Kumar, Sandeep
    Sharma, Saurabh
    Das, Pralay
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (18) : 2889 - 2894
  • [43] Radical Cyclization of Olefinic Amides through α-C(sp3)-H Functionalization of Ketones under Catalyst-, Ligand-, and Base-Free Conditions
    Qin, Fu-Hua
    Kang, Qing-Qing
    Zhang, Jun-Yao
    Hu, Sen-Jie
    Liu, Yi
    Ruan, Yiping
    Zheng, Hongxing
    Fang, Yi-Lin
    Liu, Hongxin
    Wei, Wen-Ting
    SYNLETT, 2021, 32 (09) : 905 - 912
  • [44] Selective Oxidation of Glycerol by Highly Active Bimetallic Catalysts at Ambient Temperature under Base-Free Conditions
    Brett, Gemma L.
    He, Qian
    Hammond, Ceri
    Miedziak, Peter J.
    Dimitratos, Nikolaos
    Sankar, Meenakshisundaram
    Herzing, Andrew A.
    Conte, Marco
    Lopez-Sanchez, Jose Antonio
    Kiely, Christopher J.
    Knight, David W.
    Taylor, Stuart H.
    Hutchings, Graham J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (43) : 10136 - 10139
  • [45] An Efficient Heterobimetallic Lanthanide Alkoxide Catalyst for Transamidation of Amides under Solvent-Free Conditions
    Sheng, Hongting
    Zeng, Ruijie
    Wang, Wenjuan
    Luo, Shuwen
    Feng, Yan
    Liu, Jing
    Chen, Weijian
    Zhu, Manzhou
    Guo, Qingxiang
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (02) : 302 - 313
  • [46] Efficient base-free hydrodehalogenation of organic halides catalyzed by a well-defined diphosphine-ruthenium(II) complex
    Liu, Yahuan
    Wang, Zheng
    Zhao, Ziwei
    Gao, Pengxiang
    Ma, Ning
    Liu, Qingbin
    MOLECULAR CATALYSIS, 2021, 516
  • [47] Exploring the mechanisms of aqueous methanol dehydrogenation catalyzed by defined PNP Mn and Re pincer complexes under base-free as well as strong base conditions
    Wei, Zhihong
    de Aguirre, Adiran
    Junge, Kathrin
    Beller, Matthias
    Jiao, Haijun
    CATALYSIS SCIENCE & TECHNOLOGY, 2018, 8 (14) : 3649 - 3665
  • [48] MnCo2O4 spinel supported ruthenium catalyst for air-oxidation of HMF to FDCA under aqueous phase and base-free conditions
    Mishra, Dinesh Kumar
    Lee, Hye Jin
    Kim, Jinsung
    Lee, Hong-Shik
    Cho, Jin Ku
    Suh, Young-Woong
    Yi, Yongjin
    Kim, Yong Jin
    GREEN CHEMISTRY, 2017, 19 (07) : 1619 - 1623
  • [49] Ambient-pressure highly active hydrogenation of ketones and aldehydes catalyzed by a metal-ligand bifunctional iridium catalyst under base-free conditions in water
    Wang, Rongzhou
    Yue, Yuancheng
    Qi, Jipeng
    Liu, Shiyuan
    Song, Ao
    Zhuo, Shuping
    Xing, Ling-Bao
    JOURNAL OF CATALYSIS, 2021, 399 : 1 - 7
  • [50] Base-Free Suzuki-Miyaura Coupling Reaction Using Palladium(II) Supported Catalyst in Water
    Tomar, Ravi
    Singh, Nidhi
    Kumar, Neeraj
    Tomar, Vartika
    Chandra, Ramesh
    CATALYSIS LETTERS, 2019, 149 (06) : 1589 - 1594