Suzuki cross-coupling reactions catalyzed by palladium nanoparticles in aqueous solution

被引：461

作者：

Li, Y ^{[1
]}

Hong, XM ^{[1
]}

Collard, DM ^{[1
]}

El-Sayed, MA ^{[1
]}

机构：

[1] Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 15期

关键词：

D O I：

10.1021/ol0061687

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Palladium nanoparticles stabilized by poly(N-vinyl-2-pyrrolidone) (PVP) are efficient catalysts for the Suzuki reactions in aqueous medium. The time dependence of the fluorescence intensity of the biphenyl product in the reaction between iodobenzene and phenylboronic acid is used to determine the initial rate of the catalytic reaction. The initial rate depends linearly on the concentration of Pd catalyst, suggesting that the catalytic reaction occurs on the surface of the Pd nanoparticles.

引用

页码：2385 / 2388

页数：4

共 21 条

[1] SEQUENTIAL DIRECTED ORTHO METALATION BORONIC ACID CROSS-COUPLING REACTIONS - A GENERAL REGIOSPECIFIC ROUTE TO OXYGENATED DIBENZO[B,D]PYRAN-6-ONES RELATED TO ELLAGIC ACID [J].

ALO, BI ;

KANDIL, A ;

PATIL, PA ;

SHARP, MJ ;

SIDDIQUI, MA ;

SNIECKUS, V ;

JOSEPHY, PD .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (12) :3763-3768

[2] First palladium-catalyzed Heck reactions with efficient colloidal catalyst systems [J].

Beller, M ;

Fischer, H ;

Kuhlein, K ;

Reisinger, CP ;

Herrmann, WA .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 520 (1-2) :257-259

[3]

Bradley J.S., 1994, CLUSTERS COLLOIDS TH, P523

[4]

BUMAGIN NA, 1990, DOKL AKAD NAUK SSSR+, V315, P1133

[5] PALLADIUM-CATALYZED ALKYLATIONS IN AQUEOUS-MEDIA [J].

CASALNUOVO, AL ;

CALABRESE, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4324-4330

[6] Catalytic Pd nanoparticles synthesized using a lyotropic liquid crystal polymer template [J].

Ding, JH ;

Gin, DL .

CHEMISTRY OF MATERIALS, 2000, 12 (01) :22-+

[7] SUZUKI-TYPE CROSS-COUPLING REACTIONS USING PALLADIUM-WATER SOLUBLE CATALYST - SYNTHESIS OF FUNCTIONALIZED DIENES [J].

GENET, JP ;

LINQUIST, A ;

BLART, E ;

MOURIES, V ;

SAVIGNAC, M ;

VAULTIER, M .

TETRAHEDRON LETTERS, 1995, 36 (09) :1443-1446

[8]

Genet JP, 1999, J ORGANOMET CHEM, V576, P305

[9] Preparation of palladium colloids in block copolymer micelles and their use for the catalysis of the Heck reaction [J].

Klingelhofer, S ;

Heitz, W ;

Greiner, A ;

Oestreich, S ;

Forster, S ;

Antonietti, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (42) :10116-10120

[10] A catalytic probe of the surface of colloidal palladium particles using Heck coupling reactions [J].

Le Bars, J ;

Specht, U ;

Bradley, JS ;

Blackmond, DG .

LANGMUIR, 1999, 15 (22) :7621-7625

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