Catalytic Oxidative Coupling
Reactions for the Formation of Carbon-Carbon Bonds without
Carbon-Metal Intermediates

Martin Klussmann; Devarajulu Sureshkumar

doi:10.1055/s-0030-1258303

REVIEW

Catalytic Oxidative Coupling Reactions for the Formation of Carbon-Carbon Bonds without Carbon-Metal Intermediates

Martin Klussmann*, Devarajulu Sureshkumar
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany
Fax: +49(208)3062980; e-Mail: klusi@mpi-muelheim.mpg.de;

Abstract

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Abstract

Oxidative coupling reactions offer an elegant method to form a carbon-carbon bond from two carbon-hydrogen bonds. The ubiquity of carbon-hydrogen bonds in organic molecules offers the potential to couple simple starting materials in order to create products of higher complexity in a single step without the formation of unwanted waste products. This article reviews catalytic oxidative coupling reactions that proceed without the formation of intermediate organometallic species bearing carbon-metal bonds, focusing on key developments and recent publications.

1 Introduction

2 Arenes

2.1 Binaphthols

2.2 Biphenols and Bianilines

2.3 Other Reactions with Arenes

3 Carbonyl and Related Compounds

4 Amines

4.1 Cyanation

4.2 Arylation

4.3 Nitroalkylation

4.4 Coupling with Carbonyl Compounds

5 Amides

6 Ethers

7 Allylic Compounds

8 Hydrocarbons

8.1 Arylation

8.2 Coupling with Carbonyl Compounds

9 Conclusions and Outlook

Key words

oxidative coupling - C-H bond functionalization - cross-coupling - oxidations - catalysis

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References

Current address: Max Planck Institut für Chemische Ökologie, Beutenberg Campus, Hans-Knöll-Str. 8, 07745 Jena, Germany.

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