Shape-dependent catalytic activity of copper oxide-supported Pd(0) nanoparticles for Suzuki and cyanation reactions

被引:85
作者
Chattopadhyay, Kalicharan [1 ]
Dey, Raju [1 ]
Ranu, Brindaban C. [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India
关键词
Suzuki coupling; Cyanation; Copper oxide; Palladium nanoparticle; Shape-controlled reaction; PALLADIUM NANOPARTICLES; COUPLING REACTIONS; ARYL IODIDES; EFFICIENT; TRIARYLBISMUTHS; TEMPERATURE; ROUTE; WATER; SIZE;
D O I
10.1016/j.tetlet.2009.01.027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium nanoparticles supported on different shapes of nanocrystalline CuO are prepared by the treatment of Cu(NO3)(2) and Pd(OAc)(2) in polyethylene glycol (PEG-6000). The shapes of the CuO/Pd composite are dependent on the amount Of PEG used. Suzuki coupling was catalyzed efficiently by the oval-shaped material, whereas the rod shape facilitates the cyanation reaction. The CuO/Pd catalyst is recovered and reused for subsequent Suzuki reactions; however, cyanation poisons the catalyst for further use. Both these reactions are very clean and high yielding. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3164 / 3167
页数:4
相关论文
共 36 条
  • [1] Nanoparticles as recyclable catalysts: The frontier between homogeneous and heterogeneous catalysis
    Astruc, D
    Lu, F
    Aranzaes, JR
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) : 7852 - 7872
  • [2] Palladium nanoparticles as efficient green homogeneous and heterogeneous carbon-carbon coupling precatalysts: A unifying view
    Astruc, Didier
    [J]. INORGANIC CHEMISTRY, 2007, 46 (06) : 1884 - 1894
  • [3] Microwave-assisted Suzuki coupling reactions with an encapsulated palladium catalyst for batch and continuous-flow transformations
    Baxendale, Ian R.
    Griffiths-Jones, Charlotte M.
    Ley, Steven V.
    Tranmer, Geoffrey K.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (16) : 4407 - 4416
  • [4] One-pot copper nanoparticle-catalyzed synthesis of S-aryl- and S-vinyl dithiocarbamates in water: high diastereoselectivity achieved for vinyl dithiocarbamates
    Bhadra, Sukalyan
    Saha, Amit
    Ranu, Brindaban C.
    [J]. GREEN CHEMISTRY, 2008, 10 (11) : 1224 - 1230
  • [5] Mild and efficient copper-catalyzed cyanation of aryl iodides and bromides
    Cristau, HJ
    Ouali, A
    Spindler, JF
    Taillefer, M
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (08) : 2483 - 2492
  • [6] Naphthidine di(radical cation)s-stabilized palladium nanoparticles for efficient catalytic Suzuki-Miyaura cross-coupling reactions
    Desmarets, Christophe
    Omar-Amrani, Raft
    Walcarius, Alain
    Lambert, Jacques
    Champagne, Benoit
    Fort, Yves
    Schneider, Raphael
    [J]. TETRAHEDRON, 2008, 64 (02) : 372 - 381
  • [7] Palladium(0) Nanoparticle Catalyzed Cross-Coupling of Allyl Acetates and Aryl and Vinyl Siloxanes
    Dey, Raju
    Chattopadhyay, Kalicharan
    Ranu, Brinclaban C.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (23) : 9461 - 9464
  • [8] Palladium-catalyzed Suzuki-Miyaura cross-couplings of sulfonyl chlorides and boronic acids
    Dubbaka, SR
    Vogel, P
    [J]. ORGANIC LETTERS, 2004, 6 (01) : 95 - 98
  • [9] BIOMIMETIC SYNTHESES OF PRETETRAMIDES .2. A SYNTHETIC ROUTE BASED ON A PREFORMED D-RING
    HARRIS, TM
    HARRIS, CM
    OSTER, TA
    BROWN, LE
    LEE, JYC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (18) : 6180 - 6186
  • [10] Nanocrystalline magnesium oxide-stabilized palladium(0): An efficient and reusable catalyst for Suzuki and Stille cross-coupling of aryl halides
    Kantam, ML
    Roy, S
    Roy, M
    Sreedhar, B
    Choudary, BM
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (15) : 2002 - 2008