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
Main Authors: Christoffel, Fadri, Ward, Thomas R.
Format: Journal Article
Language:English
Published: New York 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. Graphical Abstract
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.
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  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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IsDoiOpenAccess false
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Issue 2
Keywords Heck–Mizoroki reaction
Aqueous catalysis
Palladium
Green chemistry
Cross-coupling
Language English
LinkModel DirectLink
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SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
OpenAccessLink https://edoc.unibas.ch/70531/1/HCR_Accepted_Version.docx
PQID 2258900493
PQPubID 2043868
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gale_infotracacademiconefile_A527676490
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crossref_primary_10_1007_s10562_017_2285_0
crossref_citationtrail_10_1007_s10562_017_2285_0
springer_journals_10_1007_s10562_017_2285_0
PublicationCentury 2000
PublicationDate 2018-02-01
PublicationDateYYYYMMDD 2018-02-01
PublicationDate_xml – month: 02
  year: 2018
  text: 2018-02-01
  day: 01
PublicationDecade 2010
PublicationPlace New York
PublicationPlace_xml – name: New York
– name: Dordrecht
PublicationTitle Catalysis letters
PublicationTitleAbbrev Catal Lett
PublicationYear 2018
Publisher Springer US
Springer
Springer Nature B.V
Publisher_xml – name: Springer US
– name: Springer
– name: Springer Nature B.V
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Snippet Palladium-catalyzed cross-coupling reactions have emerged as one of the most versatile tools in organic chemistry. Extensive efforts were made to adapt these...
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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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