In situ generation of palladium nanoparticles: A simple and highly active protocol for oxygen-promoted ligand-free suzuki coupling reaction of aryl chlorides

被引:161
作者
Han, Wei [1 ]
Liu, Chun [1 ]
Jin, Zi-Lin [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China
关键词
EFFICIENT CATALYSTS; PHENYLBORONIC ACID; ARYLBORONIC ACIDS; BOND FORMATION; CARBON-CARBON; C-C; MIYAURA; BROMIDES; SONOGASHIRA; COMPLEXES;
D O I
10.1021/ol701709q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An oxygen-promoted ligand-free Suzuki coupling reaction catalyzed by in situ generated palladium nanoparticles in PEG-400 under aerobic conditions has been demonstrated. The reaction was highly efficient for coupling aryl chlorides with phenylboronic acid in short times under mild conditions.
引用
收藏
页码:4005 / 4007
页数:3
相关论文
共 44 条
  • [1] Mechanism of the palladium-catalyzed homocoupling of arylboronic acids: Key involvement of a palladium peroxo complex
    Adamo, Carlo
    Amatore, Christian
    Ciofini, Ilaria
    Jutand, Anny
    Lakmini, Hakim
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (21) : 6829 - 6836
  • [2] AXEL H, 2005, APPL ORGANOMET CHEM, V19, P1239
  • [3] Highly efficient monophosphine-based catalyst for the palladium-catalyzed Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters
    Billingsley, Kelvin
    Buchwald, Stephen L.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (11) : 3358 - 3366
  • [4] Botella L, 2002, ANGEW CHEM INT EDIT, V41, P179, DOI 10.1002/1521-3773(20020104)41:1<179::AID-ANIE179>3.0.CO
  • [5] 2-O
  • [6] Pd nanoparticles as efficient catalysts for Suzuki and Stille coupling reactions of aryl halides in ionic liquids
    Calò, V
    Nacci, A
    Monopoli, A
    Montingelli, F
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (15) : 6040 - 6044
  • [7] Captured and cross-linked palladium nanoparticles
    Cho, Jin Ku
    Najman, Romain
    Dean, Tony W.
    Ichihara, Osamu
    Muller, Christophe
    Bradley, Mark
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (19) : 6276 - 6277
  • [8] Layered double hydroxide supported nanopalladium catalyst for Heck-, Suzuki-, Sonogashira-, and Stille-type coupling reactions of chloroarenes
    Choudary, BM
    Madhi, S
    Chowdari, NS
    Kantam, ML
    Sreedhar, B
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) : 14127 - 14136
  • [9] Polyethyleneglycol as scaffold and solvent for reusable C-C coupling homogeneous Pd catalysts
    Corma, Avelino
    Garcia, Hermenegildo
    Leyva, Antonio
    [J]. JOURNAL OF CATALYSIS, 2006, 240 (02) : 87 - 99
  • [10] Pd catalysis on dendronized solid support: Generation effects and the influence of the backbone structure
    Dahan, Adi
    Portnoy, Moshe
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (18) : 5860 - 5869