Heterogeneous Esterification from α-Hydroxy Ketone and Alcohols through a Tandem Oxidation Process over a Hydrotalcite-Supported Bimetallic Catalyst

被引:13
|
作者
Meng, Xu [1 ]
Bi, Xiuru [1 ]
Chen, Gexin [1 ]
Chen, Baohua [2 ]
Zhao, Peiqing [1 ]
机构
[1] Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Suzhou Res Inst LICP, LICP, Lanzhou 730000, Gansu, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
oxidative esterification; alpha-keto esters; hydrotalcite; heterogeneous synthesis; supported catalyst; LAYERED DOUBLE HYDROXIDE; AEROBIC OXIDATION; MOLECULAR-OXYGEN; P-CRESOL; MANGANESE; KETOESTERS; EFFICIENT; COPPER; ACETOPHENONES; ESTERS;
D O I
10.1021/acs.oprd.8b00265
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Heterogeneous aerobic oxidative esterification between a-hydroxy ketone and alcohols catalyzed by a hydrotalcite-supported bimetallic catalyst (CuMn/HT) using O-2 as a green oxidant was achieved. Recyclable CuMn/HT exhibits high catalytic activity due to increased content of oxygen vacancies and a newly generated CuMn2O4 crystal phase. This clean esterification proceeds through a tandem oxidation process in the absence of any additives and ligands and affords alpha-keto esters in good to excellent yields. Moreover, the catalytic system tolerates complicated bioactive molecules as raw materials and can be performed on a multigram scale.
引用
收藏
页码:1716 / 1722
页数:7
相关论文
共 11 条
  • [1] Catalytic oxidation of alcohols to carbonyl compounds over hydrotalcite and hydrotalcite-supported catalysts
    Mobley, J. K.
    Crocker, M.
    RSC ADVANCES, 2015, 5 (81) : 65780 - 65797
  • [2] Efficient Aerobic Oxidation of Alcohols using a Hydrotalcite-Supported Gold Nanoparticle Catalyst
    Mitsudome, Takato
    Noujima, Akifumi
    Mizugaki, Tomoo
    Jitsukawa, Koichiro
    Kaneda, Kiyotomi
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (11-12) : 1890 - 1896
  • [3] Baeyer-Villiger oxidation of cyclohexanone to ε-caprolactone over hydrotalcite-supported Sb catalyst
    Liu, Y
    Chen, CL
    Xu, NP
    CHINESE JOURNAL OF CATALYSIS, 2004, 25 (10) : 801 - 804
  • [4] Aerobic oxidation of alcohols over hydrotalcite-supported gold nanoparticles: the promotional effect of transition metal cations
    Liu, Peng
    Guan, Yejun
    van Santen, Rutger A.
    Li, Can
    Hensen, Emiel J. M.
    CHEMICAL COMMUNICATIONS, 2011, 47 (41) : 11540 - 11542
  • [5] Selective Oxidation of 1,6-Hexanediol to 6-Hydroxycaproic Acid over Reusable Hydrotalcite-Supported Au-Pd Bimetallic Catalysts
    Tuteja, Jaya
    Nishimura, Shun
    Choudhary, Hemant
    Ebitani, Kohki
    CHEMSUSCHEM, 2015, 8 (11) : 1862 - 1866
  • [6] Hantzsch Reaction Starting Directly from Alcohols through a Tandem Oxidation Process
    Liu, Xiaobing
    Liu, Bin
    JOURNAL OF CHEMISTRY, 2017, 2017
  • [7] One-pot synthesis of α-alkylated nitriles with carbonyl compounds through consecutive aldol reaction/hydrogenation using a hydrotalcite-supported palladium nanoparticle as a multifunctional heterogeneous catalyst
    Motokura, K
    Fujita, N
    Mori, K
    Mizugaki, T
    Ebitani, K
    Kaneda, K
    TETRAHEDRON LETTERS, 2005, 46 (33) : 5507 - 5510
  • [8] Direct Amidation from Alcohols and Amines through a Tandem Oxidation Process Catalyzed by Heterogeneous-Polymer-Incarcerated Gold Nanoparticles under Aerobic Conditions
    Soule, Jean-Francois
    Miyamura, Hiroyuki
    Kobayashi, Shu
    CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (11) : 2614 - 2626
  • [9] Preparation and Characterization of Supported Bimetallic PdIV-CoIII Model Catalyst from Organometallic Single Source Precursor for Aerobic Oxidation of Alcohols
    Erasmus, Elizabeth
    Niemantsverdriet, J. W.
    Swarts, Jannie C.
    LANGMUIR, 2012, 28 (47) : 16477 - 16484
  • [10] A green process for chlorine-free benzaldehyde from the solvent-free oxidation of benzyl alcohol with molecular oxygen over a supported nano-size gold catalyst
    Choudhary, VR
    Dhar, A
    Jana, P
    Jha, R
    Uphade, BS
    GREEN CHEMISTRY, 2005, 7 (11) : 768 - 770