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

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 20期

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

页码：4005 / 4007

页数：3

共 44 条

[1] Mechanism of the palladium-catalyzed homocoupling of arylboronic acids: Key involvement of a palladium peroxo complex [J].

Adamo, Carlo ;

Amatore, Christian ;

Ciofini, Ilaria ;

Jutand, Anny ;

Lakmini, Hakim .

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 [J].

Billingsley, Kelvin ;

Buchwald, Stephen L. .

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 [J].

Calò, V ;

Nacci, A ;

Monopoli, A ;

Montingelli, F .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (15) :6040-6044

[7] Captured and cross-linked palladium nanoparticles [J].

Cho, Jin Ku ;

Najman, Romain ;

Dean, Tony W. ;

Ichihara, Osamu ;

Muller, Christophe ;

Bradley, Mark .

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 [J].

Choudary, BM ;

Madhi, S ;

Chowdari, NS ;

Kantam, ML ;

Sreedhar, B .

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 [J].

Corma, Avelino ;

Garcia, Hermenegildo ;

Leyva, Antonio .

JOURNAL OF CATALYSIS, 2006, 240 (02) :87-99

[10] Pd catalysis on dendronized solid support: Generation effects and the influence of the backbone structure [J].

Dahan, Adi ;

Portnoy, Moshe .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (18) :5860-5869

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