Etty N. Kusumawati, Takehiko Sasaki. Highly active and stable supported Pd catalysts on ionic liquid-functionalized SBA-15 for Suzuki–Miyaura cross-coupling and transfer hydrogenation reactions. Green Energy&Environment, 2019, 4(2): 180-189. doi: 10.1016/j.gee.2019.02.003
Citation: Etty N. Kusumawati, Takehiko Sasaki. Highly active and stable supported Pd catalysts on ionic liquid-functionalized SBA-15 for Suzuki–Miyaura cross-coupling and transfer hydrogenation reactions. Green Energy&Environment, 2019, 4(2): 180-189. doi: 10.1016/j.gee.2019.02.003

Highly active and stable supported Pd catalysts on ionic liquid-functionalized SBA-15 for Suzuki–Miyaura cross-coupling and transfer hydrogenation reactions

doi: 10.1016/j.gee.2019.02.003
  • Highly dispersed palladium nanoparticles were synthesized in the presence of immobilized ionic liquid on mesoporous silica SBA-15. PdNPs(2.4 nm)_me-Im@SBA-15 catalyst was prepared by the reduction using NaBH4 as the reducing agent with controlled feed rate and has been investigated as ligand-free catalyst for Suzuki–Miyaura cross-coupling reaction at room temperature in aqueous solution under air. PdNPs catalyst was also prepared in situ from PdCl4_me-Im@SBA-15 during the reaction and demonstrated high activity and stability towards nitrobenzene hydrogenation at high temperature. Both catalysts were reusable at least for four recycle processes without significant loss in activity with simple procedure. The catalysts were characterized by TEM, EXAFS, FTIR and XPS.

     

  • Present address: Institute for Catalysis, Hokkaido University, Kita 21 Nishi 10, Kita-ku, Sapporo 001-0021 Japan
  • loading
  • [1]
    N.Miyaura, K.Yamada, A.Suzuki Tetrahedron Lett., 20 (1979),pp. 3437-3440
    [2]
    A.Suzuki J. Organomet. Chem., 653 (2002),pp. 83-90
    [3]
    J.Ge, J.Jiang, C.Yuan, et al. Tetrahedron Lett., 58 (2017),pp. 1142-1145
    [4]
    T.Chen, F.Mao, Z.Qi, et al. RSC Adv., 6 (2016),pp. 16899-16903
    [5]
    M.Tamura, H.Fujihara J. Am. Chem. Soc., 125 (2003),pp. 15742-15743
    [6]
    K.Mori, Y.Kondo, H.Yamashita Phys. Chem. Chem. Phys., 11 (2009),pp. 8949-8954
    [7]
    K.Sawai, R.Tatumi, T.Nakahodo, et al. Angew. Chem. Int. Ed., 47 (2008),pp. 6917-6919
    [8]
    L.Wu, B.L.Li, Y.Y.Huang, et al. Org. Lett., 8 (2006),pp. 3605-3608
    [9]
    S.Handa, Y.Wang, F.Gallou, et al. Science, 349 (2015),pp. 1087-1091
    [10]
    G.C.Fortman, S.P.Nolan Chem. Soc. Rev., 40 (2011),pp. 5151-5169
    [11]
    P.Das, C.Sarmah, A.Tairai, et al. Appl. Organomet. Chem., 25 (2011),pp. 283-288
    [12]
    L.Chahen, B.Therrien, G.Süss-Fink Eur. J. Inorg. Chem., 2007 (2007),pp. 5045-5051
    [13]
    B.P.Carrow, J.F.Hartwig J. Am. Chem. Soc., 133 (2011),pp. 2116-2119
    [14]
    M.Butters, J.N.Harvey, J.Jover, et al. Angew. Chem. Int. Ed., 49 (2010),pp. 5156-5160
    [15]
    C.Amatore, A.Jutand, G.Le Duc Chem. Eur J., 17 (2011),pp. 2492-2503
    [16]
    J.D.Hicks, A.M.Hyde, A.M.Cuezva, et al. J. Am. Chem. Soc., 131 (2009),pp. 16720-16734
    [17]
    G.C.Fu Acc. Chem. Res., 41 (2008),pp. 1555-1564
    [18]
    C.A.Fleckenstein, H.Plenio Chem. Soc. Rev., 39 (2010),pp. 694-711
    [19]
    N.Marion, S.P.Nolan Acc. Chem. Res., 41 (2008),pp. 1440-1449
    [20]
    A.F.Littke, G.C.Fu Angew. Chem. Int. Ed., 41 (2002),pp. 4176-4211
    [21]
    R.J.Lundgren, M.Stradiotto Chem. Eur J., 18 (2012),pp. 9758-9769
    [22]
    I.P.Beletskaya, A.V.Cheprakov Chem. Rev., 100 (2000),pp. 3009-3066
    [23]
    I.Hussain, J.Capricho, M.A.Yawer Adv. Synth. Catal., 358 (2016),pp. 3320-3349
    [24]
    H.Veisi, M.Hamelian, S.Hemmati J. Mol. Catal. A Chem., 395 (2014),pp. 25-33
    [25]
    H.Veisi, A.Amini Manesh, N.Eivazi, et al. RSC Adv., 5 (2015),pp. 20098-20107
    [26]
    G.Sarmah, U.Bora Tetrahedron Lett., 56 (2015),pp. 2906-2909
    [27]
    G.Zhang, P.Wang, X.Wei Catal. Lett., 143 (2013),pp. 1188-1194
    [28]
    P.Wang, G.Zhang, L.Liu, et al. Mater. Res. Bull., 59 (2014),pp. 365-369
    [29]
    D.Sahu, A.R.Silva, P.Das Catal. Commun., 86 (2016),pp. 32-35
    [30]
    I.Kalvet, G.Magnin, F.Schoenebeck Angew. Chem. Int. Ed., 56 (2017),pp. 1581-1585
    [31]
    R.Ghorbani-Vaghei, S.Hemmati, H.Veisi J. Mol. Catal. A Chem., 393 (2014),pp. 240-247
    [32]
    Á.Molnár Chem. Rev., 111 (2011),pp. 2251-2320
    [33]
    P.Han, H.Zhang, X.Qiu, et al. J. Mol. Catal. A Chem., 295 (2008),pp. 57-67
    [34]
    A.Pathak, A.P.Singh J. Porous Mater., 24 (2017),pp. 327-340
    [35]
    J.Yu, A.Shen, Y.Cao, et al. Catalysts, 6 (2016),p. 181
    [36]
    F.Rajabi, F.Fayyaza, R.Bandyopadhyay, et al. Chem. Sel., 3 (2018),pp. 6102-6106
    [37]
    M.Gruttadauria, L.F.Liotta, A.M.P.Salvo, et al. Adv. Synth. Catal., 353 (2011),pp. 2119-2130
    [38]
    E.N.Kusumawati, D.Nishio-Hamane, T.Sasaki Catal. Today, 309 (2018),pp. 109-118
    [39]
    T.Sasaki, C.Zhong, M.Tada, et al. Chem. Commun. (2005),pp. 2506-2508
    [40]
    D.Zhao, J.Feng, Q.Huo, et al. Science, 279 (1998),pp. 548-552
    [41]
    A.Satapathy, S.T.Gadge, E.N.Kusumawati, et al. Catal. Lett., 145 (2015),pp. 824-833
    [42]
    S.T.Gadge, E.N.Kusumawati, K.Harada, et al. J. Mol. Catal. A Chem., 400 (2015),pp. 170-178
    [43]
    N.M.Patil, T.Sasaki, B.M.Bhanage Catal. Lett., 144 (2014),pp. 1803-1809
    [44]
    B.Ravel, M.Newville J. Synchrotron Radiat., 12 (2005),pp. 537-541
    [45]
    M.Newville J. Synchrotron Radiat., 8 (2001),pp. 322-324
    [46]
    C.Zhong, T.Sasaki, A.Jimbo-Kobayashi, et al. Bull. Chem. Soc. Jpn., 80 (2007),pp. 2365-2374
    [47]
    J.E.L.Dullius, P.A.Z.Suarez, S.Einloft, et al. Organometallics, 17 (1998),pp. 815-819
    [48]
    J.Xu, H.Wu, C.Ma, et al. Appl. Catal. Gen., 464–465 (2013),pp. 357-363
    [49]
    S.Udayakumar, V.Raman, H.Shim, et al. Appl. Catal. Gen., 368 (2009),pp. 97-104
    [50]
    W.Zhang, H.Wang, J.Han, et al. Appl. Surf. Sci., 258 (2012),pp. 6158-6168
    [51]
    P.Ncube, T.Hlabathe, R.Meijboom J. Clust. Sci., 26 (2015),pp. 1873-1888
    [52]
    M.Hajighorbani, M.Hekmati RSC Adv., 6 (2016),pp. 88916-88924
    [53]
    A.Balanta, C.Godard, C.Claver Chem. Soc. Rev., 40 (2011),pp. 4973-4985
    [54]
    L.Zhong, A.Chokkalingam, W.S.Cha, et al. Catal. Today, 243 (2015),pp. 195-198
    [55]
    T.Maegawa, Y.Kitamura, S.Sako, et al. Chem. Eur J., 13 (2007),pp. 5937-5943
    [56]
    C.Deraedt, L.Salmon, D.Astruc Adv. Synth. Catal., 356 (2014),pp. 2525-2538
    [57]
    A.Fihri, M.Bouhrara, B.Nekoueishahraki, et al. Chem. Soc. Rev., 40 (2011),pp. 5181-5203
  • 加载中

Catalog

    通讯作者: 陈斌, bchen63@163.com
    • 1. 

      沈阳化工大学材料科学与工程学院 沈阳 110142

    1. 本站搜索
    2. 百度学术搜索
    3. 万方数据库搜索
    4. CNKI搜索

    Article Metrics

    Article views (116) PDF downloads(17) Cited by()
    Proportional views

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return