A Single Nickel Catalyst for the Acceptorless Dehydrogenation of Alcohols and Hydrogenation of Carbonyl Compounds

被引:111
|
作者
Chakraborty, Sumit [1 ]
Piszel, Paige E. [1 ]
Brennessel, William W. [1 ]
Jones, William D. [1 ]
机构
[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA
基金
美国国家科学基金会;
关键词
IRIDIUM COMPLEXES; OXIDATION; RUTHENIUM; HETEROCYCLES; LIGANDS; IMINES; BEARING; SYSTEM; OSMIUM; WATER;
D O I
10.1021/acs.organomet.5b00824
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A single homogeneous nickel(II) complex, supported by the tris(3,5-dimethylpyrazoly)borate ligand and 2-hydroxyquinoline ancillary ligand, is shown to catalyze both acceptorless dehydrogenation of alcohols and hydrogenation of carbonyl compounds under mild conditions. Products from the catalytic reactions were isolated with good yields. A mechanistic investigation highlights the critical role of the 2-hydroxyquinoline ligand in the catalysis and argues against a stepwise dehydrogenation pathway.
引用
收藏
页码:5203 / 5206
页数:4
相关论文
共 50 条
  • [21] Identification of active catalysts for the acceptorless dehydrogenation of alcohols to carbonyls
    Wang, Tao
    Sha, Jin
    Sabbe, Maarten
    Sautet, Philippe
    Pera-Titus, Marc
    Michel, Carine
    NATURE COMMUNICATIONS, 2021, 12 (01)
  • [22] Visible light-catalytic dehydrogenation of benzylic alcohols to carbonyl compounds by using an eosin Y and nickel-thiolate complex dual catalyst system
    Yang, Xiu-Jie
    Zheng, Yi-Wen
    Zheng, Li-Qiang
    Wu, Li-Zhu
    Tung, Chen-Ho
    Chen, Bin
    GREEN CHEMISTRY, 2019, 21 (06) : 1401 - 1405
  • [23] PREPARATION OF SUBSTITUTED CARBONYL-COMPOUNDS BY CATALYTIC DEHYDROGENATION OF SUBSTITUTED ALCOHOLS
    GULKOVA, D
    KRAUS, M
    JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 1994, 61 (03) : 197 - 200
  • [24] A Reusable Unsupported Rhenium Nanocrystalline Catalyst for Acceptorless Dehydrogenation of Alcohols through γ-C-H Activation
    Yi, Jing
    Miller, Jeffrey T.
    Zemlyanov, Dmitry Y.
    Zhang, Ruihong
    Dietrich, Paul J.
    Ribeiro, Fabio H.
    Suslov, Sergey
    Abu-Omar, Mahdi M.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (03) : 833 - 836
  • [25] Rhenium-Catalyzed Acceptorless Dehydrogenative Coupling via Dual Activation of Alcohols and Carbonyl Compounds
    Jin, Hongming
    Xie, Jin
    Pan, Changduo
    Zhu, Zhengbo
    Cheng, Yixiang
    Zhu, Chengjian
    ACS CATALYSIS, 2013, 3 (10): : 2195 - 2198
  • [26] Acceptorless Dehydrogenation of Aliphatics, Amines, and Alcohols with Homogeneous Catalytic Systems
    Zhou, Min-Jie
    Liu, Guixia
    Xu, Chen
    Huang, Zheng
    SYNTHESIS-STUTTGART, 2023, 55 (04): : 547 - 564
  • [27] Co-Ru Nanoalloy Catalysts for the Acceptorless Dehydrogenation of Alcohols
    Azeredo, Brandon
    Ben Ghzaiel, Tayssir
    Huang, Ning
    Kazmierczak, Kamila
    Shen, Wenjie
    Wang, Guillaume
    Schaming, Delphine
    Beaunier, Patricia
    Decorse, Philippe
    Perret, Noemie
    Peron, Jennifer
    Giraud, Marion
    Michel, Carine
    Sicard, Lorette
    Piquemal, Jean-Yves
    ACS APPLIED NANO MATERIALS, 2022, 5 (04) : 5733 - 5744
  • [28] Acceptorless Dehydrogenation of Nitrogen Heterocycles with a Versatile Iridium Catalyst
    Wu, Jianjun
    Talwar, Dinesh
    Johnston, Steven
    Yan, Ming
    Xiao, Jianliang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (27) : 6983 - 6987
  • [29] Acceptorless dehydrogenation of amines and alcohols using simple ruthenium chloride
    Kannan, Muthukumar
    Barteja, Parul
    Devi, Preeti
    Muthaiah, Senthilkumar
    JOURNAL OF CATALYSIS, 2020, 386 : 1 - 11
  • [30] Nanostructured RuO2 on MWCNTs: Efficient catalyst for transfer hydrogenation of carbonyl compounds and aerial oxidation of alcohols
    Gopiraman, M.
    Babu, S. Ganesh
    Karvembu, R.
    Kim, I. S.
    APPLIED CATALYSIS A-GENERAL, 2014, 484 : 84 - 96