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

[11] ARYL COUPLINGS WITH HETEROGENEOUS PALLADIUM CATALYSTS [J].

MARCK, G ;

VILLIGER, A ;

BUCHECKER, R .

TETRAHEDRON LETTERS, 1994, 35 (20) :3277-3280

[12] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].

MIYAURA, N ;

SUZUKI, A .

CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483

[13] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF PHENYLBORONIC ACID WITH HALOARENES IN THE PRESENCE OF BASES [J].

MIYAURA, N ;

YANAGI, T ;

SUZUKI, A .

SYNTHETIC COMMUNICATIONS, 1981, 11 (07) :513-519

[14] Suzuki and Heck reactions catalyzed by preformed palladium clusters and palladium/nickel bimetallic clusters [J].

Reetz, MT ;

Breinbauer, R ;

Wanninger, K .

TETRAHEDRON LETTERS, 1996, 37 (26) :4499-4502

[15] Propylene carbonate stabilized nanostructured palladium clusters as catalysts in Heck reactions [J].

Reetz, MT ;

Lohmer, G .

CHEMICAL COMMUNICATIONS, 1996, (16) :1921-1922

[16]

SHARMA A, 1999, INTRO FLUORESCENCE S, P57

[17] Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995-1998 [J].

Suzuki, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :147-168

[18]

Suzuki A, 1998, METAL-CATALYZED CROSS-COUPLING REACTIONS, P49

[19] Size control of palladium nanoparticles and their crystal structures [J].

Teranishi, T ;

Miyake, M .

CHEMISTRY OF MATERIALS, 1998, 10 (02) :594-600

[20] HIGHLY EFFICIENT AND ACCELERATED SUZUKI ARYL COUPLINGS MEDIATED BY PHOSPHINE-FREE PALLADIUM SOURCES [J].

WALLOW, TI ;

NOVAK, BM .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :5034-5037

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