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© Springer-Verlag GmbH Germany, part of Springer Nature 2019
A. Lei (ed.), Transition Metal Catalyzed Oxidative Cross-Coupling Reactions,
Lecture Notes in Chemistry 102, https://doi.org/10.1007/978-3-662-58104-9_2
Chapter 2
Transition Metal-Catalyzed Oxidative
Coupling Involving Two Organometallic
Compounds
Hua Zhang
2.1 Introduction
Organometallic compounds are a kind of compounds containing at least one chemical bond between a carbon atom and a metal atom (alkaline, alkaline earth, transition metal, and metalloid), which are widely applied in both research and industrial
chemical reactions. These compounds could be used both as homogeneous catalysts
and stoichiometric reagents in chemical synthesis to afford pharmaceuticals, agrochemicals, polymers, and many other types of practical products.
Due to their relatively high reactivity, organometallic compounds act as good
nucleophiles in numerous organic reactions. Since the first report of Kumada coupling utilizing Grignard reagents, various transition metal-catalyzed cross-coupling
reactions employing different organometallic compounds as nucleophiles and
organic halides or pseudohalides as electrophiles were developed (Scheme 2.1).
During the past several decades, these couplings have been developed to serve as
one of the most important methods toward the carbon–carbon bond formation in
organic synthesis. Therefore, Heck, Negishi, and Suzuki were awarded the 2010
Nobel Prize in Chemistry for their contribution to palladium-catalyzed cross-coupling reactions.
As an emerging alternative to traditional coupling, transition metal-catalyzed oxidative coupling involving two nucleophiles in the presence of an oxidant has gain
rapid development in the past two decades [1–3]. The content of this chapter is
focused on transition metal-catalyzed oxidative coupling involving two organometallic compounds to construct carbon–carbon bonds within a context of different chemical oxidants (Scheme 2.2). Therefore, transition metal-mediated oxidative coupling
H. Zhang (*)
Nanchang University, Nanchang, China
e-mail: huazhang@ncu.edu.cn
© Springer-Verlag GmbH Germany, part of Springer Nature 2019
A. Lei (ed.), Transition Metal Catalyzed Oxidative Cross-Coupling Reactions,
Lecture Notes in Chemistry 102, https://doi.org/10.1007/978-3-662-58104-9_2
Chapter 2
Transition Metal-Catalyzed Oxidative
Coupling Involving Two Organometallic
Compounds
Hua Zhang
2.1 Introduction
Organometallic compounds are a kind of compounds containing at least one chemical bond between a carbon atom and a metal atom (alkaline, alkaline earth, transition metal, and metalloid), which are widely applied in both research and industrial
chemical reactions. These compounds could be used both as homogeneous catalysts
and stoichiometric reagents in chemical synthesis to afford pharmaceuticals, agrochemicals, polymers, and many other types of practical products.
Due to their relatively high reactivity, organometallic compounds act as good
nucleophiles in numerous organic reactions. Since the first report of Kumada coupling utilizing Grignard reagents, various transition metal-catalyzed cross-coupling
reactions employing different organometallic compounds as nucleophiles and
organic halides or pseudohalides as electrophiles were developed (Scheme 2.1).
During the past several decades, these couplings have been developed to serve as
one of the most important methods toward the carbon–carbon bond formation in
organic synthesis. Therefore, Heck, Negishi, and Suzuki were awarded the 2010
Nobel Prize in Chemistry for their contribution to palladium-catalyzed cross-coupling reactions.
As an emerging alternative to traditional coupling, transition metal-catalyzed oxidative coupling involving two nucleophiles in the presence of an oxidant has gain
rapid development in the past two decades [1–3]. The content of this chapter is
focused on transition metal-catalyzed oxidative coupling involving two organometallic compounds to construct carbon–carbon bonds within a context of different chemical oxidants (Scheme 2.2). Therefore, transition metal-mediated oxidative coupling
H. Zhang (*)
Nanchang University, Nanchang, China
e-mail: huazhang@ncu.edu.cn