Iridium-Promoted, Palladium-Catalyzed Direct Arylation of Unactivated Arenes

被引：15

作者：

Durak, Landon J. ^{[1
]}

Lewis, Jared C. ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

来源：

ORGANOMETALLICS | 2014年 / 33卷 / 03期

关键词：

COOPERATIVE CATALYSIS; TRANSMETALATION; HETEROARENES; BORYLATION; ACTIVATION; SYSTEM; ALKYL; MILD;

D O I：

10.1021/om401221v

中图分类号：

O61 [无机化学];

学科分类号：

070301 [无机化学];

摘要：

A Pd-catalyzed cross-coupling reaction between Cp*(PMe3)IrBn2 and aryl halides was developed. Examining the scope of this reaction led to the discovery that Cp*(PMe3)IrMeCl activates C-H bonds on arene substrates that undergo subsequent Pd-catalyzed cross-coupling with aryl iodides. This Ir-promoted, Pd-catalyzed direct arylation is notable for its distal selectivity on substituted arenes lacking directing groups or a particular electronic bias.

引用

收藏

页码：620 / 623

页数：4

相关论文

共 29 条

[1]

[Anonymous], 2008, METAL CATALYZED CROS

[2]

SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION [J].

ARNDTSEN, BA ;

BERGMAN, RG ;

MOBLEY, TA ;

PETERSON, TH .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :154-162

[3]

UNUSUALLY MILD AND SELECTIVE HYDROCARBON C-H BOND ACTIVATION WITH POSITIVELY CHARGED IRIDIUM(III) COMPLEXES [J].

ARNDTSEN, BA ;

BERGMAN, RG .

SCIENCE, 1995, 270 (5244) :1970-1973

[4]

Bergman RG, 2007, NATURE, V446, P391, DOI 10.1038/446391a

[5]

Palladium(II)-Catalyzed C-H Activation/C-C Cross-Coupling Reactions: Versatility and Practicality [J].

Chen, Xiao ;

Engle, Keary M. ;

Wang, Dong-Hui ;

Yu, Jin-Quan .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (28) :5094-5115

[6]

Alkane C-H activation and functionalization with homogeneous transition metal catalysts: a century of progress-a new millennium in prospect [J].

Crabtree, RH .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2001, (17) :2437-2450

[7]

Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion [J].

Davies, Huw M. L. ;

Manning, James R. .

NATURE, 2008, 451 (7177) :417-424

[8]

Transmetalation of Alkyl Ligands from Cp*(PMe3)IrR1R2 to (cod)PtR3X [J].

Durak, Landon J. ;

Lewis, Jared C. .

ORGANOMETALLICS, 2013, 32 (11) :3153-3156

[9]

Direct Palladium-Catalyzed Intermolecular Allylation of Highly Electron-Deficient Polyfluoroarenes [J].

Fan, Shilu ;

Chen, Fei ;

Zhang, Xingang .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (26) :5918-5923

[10]

Gold and Palladium Combined for Cross-Coupling [J].

Hashmi, A. Stephen K. ;

Lothschuetz, Christian ;

Doepp, Rene ;

Rudolph, Matthias ;

Ramamurthi, Tanuja D. ;

Rominger, Frank .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (44) :8243-8246