C-C coupling reactions of aryl bromides and arylsiloxanes in water catalyzed by palladium complexes of phosphanes modified with crown ethers

被引：59

作者：

Gordillo, Alvaro ^{[1
]}

de Jesus, Ernesto

Lopez-Mardomingo, Carmen

机构：

[1] Univ Alcala de Henares, Dept Quim Organ, E-28871 Alcala De Henares, Madrid, Spain

[2] Univ Alcala de Henares, Dept Quim Inorgan, E-28871 Alcala De Henares, Madrid, Spain

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 16期

关键词：

D O I：

10.1021/ol061221y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The complexes [PdCl2L2], where L is a crown-ether-containing triarylphosphane, catalyze the formation of biaryls from arylsiloxanes and aryl bromides with high yields in water as solvent and under air. The water-insoluble catalysts [PdCl2(PhCN)(2)] and [PdCl2(PPh3)(2)] are also efficient, although they decompose more quickly to form black Pd-0.

引用

页码：3517 / 3520

页数：4

共 36 条

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

MIYAURA, N ;

SUZUKI, A .

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

[22]

MIYAURA N, 2004, METAL CATALYZED CROS, pCH2

[23] Cross-coupling reactions of hypervalent siloxane derivatives: An alternative to Stille and Suzuki couplings [J].

Mowery, ME ;

DeShong, P .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1684-1688

[24] Improvements in cross coupling reactions of hypervalent siloxane derivatives [J].

Mowery, ME ;

DeShong, P .

ORGANIC LETTERS, 1999, 1 (13) :2137-2140

[25]

Murata M, 2001, SYNTHESIS-STUTTGART, P2231

[26] Ligand-free Heck reactions using low Pd-loading [J].

Reetz, MT ;

de Vries, JG .

CHEMICAL COMMUNICATIONS, 2004, (14) :1559-1563

[27] 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

[28] Preparation of functionalized biaryl compounds via cross-coupling reactions of aryltrialkoxysilanes with aryl bromides [J].

Shibata, K ;

Miyazawa, K ;

Goto, Y .

CHEMICAL COMMUNICATIONS, 1997, (14) :1309-1310

[29] Palladium-iminophosphine-catalyzed homocoupling of alkynylstannanes and other organostannanes using allyl acetate or air as an oxidant [J].

Shirakawa, E ;

Nakao, Y ;

Murota, Y ;

Hiyama, T .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 670 (1-2) :132-136

[30] In situ determination of the active catalyst in hydrosilylation reactions using highly reactive Pt(0) catalyst precursors [J].

Stein, J ;

Lewis, LN ;

Gao, Y ;

Scott, RA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (15) :3693-3703

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