Cross coupling reactions of polyfluoroarenes via C-F activation

被引：198

作者：

Sun, Alex D. ^{[1
]}

Love, Jennifer A. ^{[1
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

DALTON TRANSACTIONS | 2010年 / 39卷 / 43期

基金：

加拿大创新基金会; 加拿大自然科学与工程研究理事会;

关键词：

FLUORINE BOND ACTIVATION; COPPER-CATALYZED ARYLATION; ARYL FLUORIDES; GRIGNARD-REAGENTS; REDUCTIVE ELIMINATION; H BOND; AROMATIC FLUOROCARBONS; SELECTIVE ACTIVATION; OXIDATIVE ADDITION; CRYSTAL-STRUCTURES;

D O I：

10.1039/c0dt00540a

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

This Perspective provides an overview of transition metal-catalyzed cross coupling reactions of polyfluoroarenes. When appropriate, stoichiometric C-F activation and subsequent reaction are briefly covered.

引用

页码：10362 / 10374

页数：13

共 98 条

[51] Unexpected Intermediates and Products in the C-F Bond Activation of Tetrafluorobenzenes with a Bis(triethylphosphine)Nickel Synthon: Direct Evidence of a Rapid and Reversible C-H Bond Activation by Ni(0) [J].

Johnson, Samuel A. ;

Huff, Carla W. ;

Mustafa, Ferheen ;

Saliba, Mark .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (51) :17278-+

[52] Palladium(0)-catalyzed amination, Stille coupling, and Suzuki coupling of electron-deficient aryl fluorides [J].

Kim, YM ;

Yu, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (07) :1696-1697

[53] ACTIVATION OF CARBON FLUORINE BONDS BY METAL-COMPLEXES [J].

KIPLINGER, JL ;

RICHMOND, TG ;

OSTERBERG, CE .

CHEMICAL REVIEWS, 1994, 94 (02) :373-431

[54] Group IV metallocene-mediated synthesis of fluoroaromatics via selective defluorination of saturated perfluorocarbons [J].

Kiplinger, JL ;

Richmond, TG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (07) :1805-1806

[55] Selective room temperature hydrogenolysis of aromatic fluorocarbons mediated by a low-valent zirconium complex [J].

Kiplinger, JL ;

Richmond, TG .

CHEMICAL COMMUNICATIONS, 1996, (10) :1115-1116

[56] EFFECTS OF NATURE OF HALIDES ON ALKYL GROUP ISOMERIZATION IN NICKEL-CATALYZED CROSS-COUPLING OF SECONDARY ALKYL GRIGNARD-REAGENTS WITH ORGANIC HALIDES [J].

KISO, Y ;

TAMAO, K ;

KUMADA, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 50 (01) :C12-C14

[57] Cobalt(II)-Catalyzed cross-coupling between polyfunctional arylcopper reagents and aryl fluorides or tosylates [J].

Korn, TJ ;

Schade, MA ;

Wirth, S ;

Knochel, P .

ORGANIC LETTERS, 2006, 8 (04) :725-728

[58] Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics [J].

Lafrance, Marc ;

Shore, Daniel ;

Fagnou, Keith .

ORGANIC LETTERS, 2006, 8 (22) :5097-5100

[59] Catalytic intermolecular direct arylation of perfluorobenzenes [J].

Lafrance, Marc ;

Rowley, Christopher N. ;

Woo, Tom K. ;

Fagnou, Keith .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (27) :8754-8756

[60] C-F bond cleavage and unexpected C-CN activation by cobalt compounds supported with phosphine ligands [J].

Li, Xiaoyan ;

Sun, Hongjian ;

Yu, Fengli ;

Floerke, Ulrich ;

Klein, Hans-Friedrich .

ORGANOMETALLICS, 2006, 25 (19) :4695-4697

← 1 2 3 4 5 6 7 8 9 10 →