Palladium-Catalyzed Heck Cross-Coupling Reactions in Water: A Comprehensive Review
Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these reactions to aqueous media, not only for the purpose of environmental conservation but also to expand the scope, increase the efficiency and i...
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| Published in: | Catalysis letters Vol. 148; no. 2; pp. 489 - 511 |
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| Main Authors: | , |
| Format: | Journal Article |
| Language: | English |
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Springer US
01.02.2018
Springer Springer Nature B.V |
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| ISSN: | 1011-372X, 1572-879X |
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| Abstract | Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these reactions to aqueous media, not only for the purpose of environmental conservation but also to expand the scope, increase the efficiency and implement bio-compatible protocols. Among different palladium cross-coupling reactions, the Heck reaction turned out to be the most challenging in an aqueous environment. This led to various original developments in catalyst design. This review summarizes the different approaches pursued to perform Heck reactions in neat water as well as aqueous mixtures. Both, homogeneous and immobilized catalysts, including nanoparticles are presented herein.
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| AbstractList | Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these reactions to aqueous media, not only for the purpose of environmental conservation but also to expand the scope, increase the efficiency and implement bio-compatible protocols. Among different palladium cross-coupling reactions, the Heck reaction turned out to be the most challenging in an aqueous environment. This led to various original developments in catalyst design. This review summarizes the different approaches pursued to perform Heck reactions in neat water as well as aqueous mixtures. Both, homogeneous and immobilized catalysts, including nanoparticles are presented herein. Graphical Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these reactions to aqueous media, not only for the purpose of environmental conservation but also to expand the scope, increase the efficiency and implement bio-compatible protocols. Among different palladium cross-coupling reactions, the Heck reaction turned out to be the most challenging in an aqueous environment. This led to various original developments in catalyst design. This review summarizes the different approaches pursued to perform Heck reactions in neat water as well as aqueous mixtures. Both, homogeneous and immobilized catalysts, including nanoparticles are presented herein. Graphical Abstract Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these reactions to aqueous media, not only for the purpose of environmental conservation but also to expand the scope, increase the efficiency and implement bio-compatible protocols. Among different palladium cross-coupling reactions, the Heck reaction turned out to be the most challenging in an aqueous environment. This led to various original developments in catalyst design. This review summarizes the different approaches pursued to perform Heck reactions in neat water as well as aqueous mixtures. Both, homogeneous and immobilized catalysts, including nanoparticles are presented herein.Graphical Abstract Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these reactions to aqueous media, not only for the purpose of environmental conservation but also to expand the scope, increase the efficiency and implement bio-compatible protocols. Among different palladium cross-coupling reactions, the Heck reaction turned out to be the most challenging in an aqueous environment. This led to various original developments in catalyst design. This review summarizes the different approaches pursued to perform Heck reactions in neat water as well as aqueous mixtures. Both, homogeneous and immobilized catalysts, including nanoparticles are presented herein. |
| Audience | Academic |
| Author | Christoffel, Fadri Ward, Thomas R. |
| Author_xml | – sequence: 1 givenname: Fadri surname: Christoffel fullname: Christoffel, Fadri organization: Department of Chemistry, University of Basel – sequence: 2 givenname: Thomas R. surname: Ward fullname: Ward, Thomas R. email: thomas.ward@unibas.ch organization: Department of Chemistry, University of Basel |
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| Keywords | Heck–Mizoroki reaction Aqueous catalysis Palladium Green chemistry Cross-coupling |
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| SubjectTerms | Aqueous environments Aqueous solutions Biocompatibility Catalysis Catalysts Chemical reactions Chemistry Chemistry and Materials Science Cross coupling Industrial Chemistry/Chemical Engineering Nanoparticles Organic chemistry Organometallic Chemistry Palladium Palladium catalysts Perspective Physical Chemistry Substitution reactions |
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| Title | Palladium-Catalyzed Heck Cross-Coupling Reactions in Water: A Comprehensive Review |
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