Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent

Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, beta-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric couplin...

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Published inChemical communications (Cambridge, England) Vol. 47; no. 18; pp. 5181 - 5183
Main Authors Calimsiz, Selcuk, Organ, Michael G.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2011
Subjects
Aromatic compounds
Catalysts
Chemistry
Chemistry, Multidisciplinary
Halides
Insertion
Joining
Ligands
Metalorganic compounds
Palladium
Physical Sciences
Science & Technology
REAGENTS
COMPLEXES
CHLORIDES
CARBON-CARBON
CATALYST
REDUCTIVE ELIMINATION
BROMIDES
PRECATALYST
GRIGNARD
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Summary:Pd-PEPPSI-IPent has proven to be an excellent catalyst for the Negishi cross-coupling reaction of secondary alkylzinc reagents with a wide variety of aryl/heteroaryl halides. Importantly, beta-hydride elimination/migratory insertion of the organometallic leading to the production of isomeric coupling products has been significantly reduced using the highly-hindered Ipent ligand.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc04835f