Selective Hydrogenation of Lignin-derived Aromatics to Give Cyclohexanes with a Rhodium-Pincer Precatalyst

被引：3
作者：
Kumar, Prashant [1 ]
Qi, Leiming [1 ]
Williams, Sydney [1 ]
Dop, Romy A. [1 ]
Liu, Yuxuan [2 ,3 ]
Zhang, Tao [2 ]
Li, Changzhi [2 ]
Xiao, Jianliang [1 ]
机构：
[1] Univ Liverpool, Dept Chem, Liverpool, England
[2] Chinese Acad Sci, Dalian Inst Chem Phys, CAS Key Lab Sci & Technol Appl Catalysis, Dalian, Peoples R China
[3] Yulin Univ, Sch Chem & Chem Engn, Shaanxi Key Lab Low Metamorph Coal Clean Utilizat, Yulin, Peoples R China
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2023年 / 997卷
关键词：
lignin; arene hydrogenation; cyclohexanes; rhodium catalysis; pincer complexes; ASYMMETRIC HYDROGENATION; CATALYTIC-HYDROGENATION; C-O; ENANTIOSELECTIVE HYDROGENATION; HOMOGENEOUS HYDROGENATION; OPERANDO XAFS; BOND-CLEAVAGE; COMPLEXES; DEPOLYMERIZATION; OXIDATION;
D O I：
10.1016/j.jorganchem.2023.122795
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Catalytic hydrogenation of aromatic rings represents an essential industrial chemical process for the synthesis of commodity chemicals and intermediates in pharmaceuticals, polymers, and fine chemicals. Herein, we report an air-stable rhodium complex bearing a pincer bis(oxazolinyl)phenyl ligand that shows good catalytic activity for the hydrogenation of lignin-derived acetophenones, benzoic acids as well as other functionalised aromatics to the corresponding alicyclic products by reducing the aryl groups. The rhodium complex is a precatalyst, offering easy access to active rhodium species, which appears to be heterogeneous in the hydrogenation.& COPY; 2023 Elsevier B.V. All rights reserved.
引用
收藏
页数：7
相关论文
共 83 条
  • [1] Is It Homogeneous or Heterogeneous Catalysis Derived from [RhCp*Cl2]2? In Operando XAFS, Kinetic, and Crucial Kinetic Poisoning Evidence for Subnanometer Rh4 Cluster-Based Benzene Hydrogenation Catalysis
    Bayram, Ercan
    Linehan, John C.
    Fulton, John L.
    Roberts, John A. S.
    Szymczak, Nathaniel K.
    Smurthwaite, Tricia D.
    Ozkar, Saim
    Balasubramanian, Mahalingam
    Finke, Richard G.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (46) : 18889 - 18902
  • [2] Review: Oxidation of Lignin Using Ionic Liquids-An Innovative Strategy To Produce Renewable Chemicals
    Chatel, Gregory
    Rogers, Robin D.
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2014, 2 (03): : 322 - 339
  • [3] Recyclable Rh-PVP nanoparticles catalyzed hydrogenation of benzoic acid derivatives and quinolines under solvent-free conditions
    Chaudhari, Chandan
    Imatome, Hirotaka
    Nishida, Yoshihide
    Sato, Katsutoshi
    Nagaoka, Katsutoshi
    [J]. CATALYSIS COMMUNICATIONS, 2019, 126 : 55 - 60
  • [4] Selective hydrogenation of lignin-derived compounds under mild conditions
    Chen, Lu
    van Muyden, Antoine P.
    Cui, Xinjiang
    Laurenczy, Gabor
    Dyson, Paul J.
    [J]. GREEN CHEMISTRY, 2020, 22 (10) : 3069 - 3073
  • [5] Hexafluoroisopropanol as a highly versatile solvent
    Colomer, Ignacio
    Chamberlain, Anna E. R.
    Haughey, Maxwell B.
    Donohoe, Timothy J.
    [J]. NATURE REVIEWS CHEMISTRY, 2017, 1 (11)
  • [6] Enhanced lignin biodegradation by consortium of white rot fungi: microbial synergistic effects and product mapping
    Cui, Tangwu
    Yuan, Bo
    Guo, Haiwei
    Tian, Hua
    Wang, Weimin
    Ma, Yingqun
    Li, Changzhi
    Fei, Qiang
    [J]. BIOTECHNOLOGY FOR BIOFUELS, 2021, 14 (01)
  • [7] Highly selective hydrogenation of arenes using nanostructured ruthenium catalysts modified with a carbon-nitrogen matrix
    Cui, Xinjiang
    Surkus, Annette-Enrica
    Junge, Kathrin
    Topf, Christoph
    Radnik, Joerg
    Kreyenschulte, Carsten
    Beller, Matthias
    [J]. NATURE COMMUNICATIONS, 2016, 7
  • [8] Axial and equatorial cyclohexylacyl and tetrahydropyranyl-2-acyl radicals. An experimental and theoretical study
    DiLabio, GA
    Ingold, KU
    Roydhouse, MD
    Walton, JC
    [J]. ORGANIC LETTERS, 2004, 6 (23) : 4319 - 4322
  • [9] Iridium-Catalyzed Hydrogenation of N-Heterocyclic Compounds under Mild Conditions by an Outer-Sphere Pathway
    Dobereiner, Graham E.
    Nova, Ainara
    Schley, Nathan D.
    Hazari, Nilay
    Miller, Scott J.
    Eisenstein, Odile
    Crabtree, Robert H.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (19) : 7547 - 7562
  • [10] Catalytic Hydrogenation of Arenes in Water Over InSitu Generated Ruthenium Nanoparticles Immobilized on Carbon
    Dwivedi, Ambikesh Dhar
    Rai, Rohit Kumar
    Gupta, Kavita
    Singh, Sanjay Kumar
    [J]. CHEMCATCHEM, 2017, 9 (11) : 1930 - 1938
123456789