An active ferrocenyl triarylphosphine for palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl halides

被引：65

作者：

Kwong, FY ^{[1
]}

Chan, KS

Yeung, CH

Chan, ASC

机构：

[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China

[2] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 20期

关键词：

D O I：

10.1039/b407661c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Pd-catalyzed Suzuki-Miyaura reaction of aryl chlorides was accomplished through the use of an active ferrocene-based triarylphosphine ligand. This air- and moisture-stable ligand was found to be effective for the cross-coupling of aryl halides at room temperature to 115degreesC.

引用

页码：2336 / 2337

页数：2

共 37 条

[1] Application of the palladium-catalyzed borylation/Suzuki coupling (BSC) reaction to the synthesis of biologically active biaryl lactams [J].

Baudoin, O ;

Cesario, M ;

Guénard, D ;

Guéritte, F .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (04) :1199-1207

[2] Palladacyclic catalysts in C-C and C-heteroatom bond-forming reactions [J].

Bedford, RB .

CHEMICAL COMMUNICATIONS, 2003, (15) :1787-1796

[3] Palladium/P,O-ligand-catalyzed Suzuki cross-coupling reactions of arylboronic acids and aryl chlorides. Isolation and structural characterization of (P,O)-Pd(dba) complex [J].

Bei, XH ;

Turner, HW ;

Weinberg, WH ;

Guram, AS ;

Petersen, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (18) :6797-6803

[4] Application of "transfer-free" Suzuki coupling protocols toward the synthesis of "unambiguously linear" poly(p-phenylenes) [J].

Goodson, FE ;

Wallow, TI ;

Novak, BM .

MACROMOLECULES, 1998, 31 (07) :2047-2056

[5] Mechanistic studies on the aryl-aryl interchange reaction of ArPdL2I (L = triarylphosphine) complexes [J].

Goodson, FE ;

Wallow, TI ;

Novak, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (51) :12441-12453

[6] Synthesis and cytostatic activity of substituted 6-phenylpurine bases and nucleosides:: Application of the Suzuki-Miyaura cross-coupling reactions of 6-chloropurine derivatives with phenylboronic acids [J].

Hocek, M ;

Holy, A ;

Votruba, I ;

Dvoráková, H .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (09) :1817-1825

[7] New air-stable planar chiral ferrocenyl monophosphine ligands: Suzuki cross-coupling of aryl chlorides and bromides [J].

Jensen, JF ;

Johannsen, M .

ORGANIC LETTERS, 2003, 5 (17) :3025-3028

[8] Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C-C, C-N, and C-O bond-forming cross-couplings [J].

Kataoka, N ;

Shelby, Q ;

Stambuli, JP ;

Hartwig, JF .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (16) :5553-5566

[9] Palladium(II) complexes of 2-dimethylamino-2′-diphenylphosphino-1,1′-binaphthyl (MAP) with unique P,Cσ-coordination and their catalytic activity in allylic substitution, Hartwig-Buchwald amination, and Suzuki coupling [J].

Kocovsky, P ;

Vyskocil, S ;

Císarová, I ;

Sejbal, J ;

Tislerová, I ;

Smrcina, M ;

Lloyd-Jones, GC ;

Stephen, SC ;

Butts, CP ;

Murray, M ;

Langer, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (33) :7714-7715

[10] FACILE ARYL ARYL EXCHANGE BETWEEN THE PALLADIUM CENTER AND PHOSPHINE-LIGANDS IN PALLADIUM(II) COMPLEXES [J].

KONG, KC ;

CHENG, CH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6313-6315

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