Source:http://linkedlifedata.com/resource/pubmed/id/17177387
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
51
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pubmed:dateCreated |
2006-12-20
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pubmed:abstractText |
A palladium-pivalic acid cocatalyst system has been developed that exhibits unprecedented reactivity in direct arylation. This reactivity is illustrated with the first examples of high yielding direct metalation-arylation reactions of a completely unactivated arene, benzene. Experimental and computational evidence indicates that the pivalate anion is a key component in the palladation/C-H bond breaking event, that it lowers the energy of C-H bond cleavage and acts as a catalytic proton shuttle from benzene to the stoichiometric carbonate base. Eight examples of substituted aryl bromides are included which undergo direct arylation with benzene in 55-85% yield.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Benzene,
http://linkedlifedata.com/resource/pubmed/chemical/Organometallic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Palladium,
http://linkedlifedata.com/resource/pubmed/chemical/Pentanoic Acids,
http://linkedlifedata.com/resource/pubmed/chemical/Protons,
http://linkedlifedata.com/resource/pubmed/chemical/pivalic acid
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pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
0002-7863
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
27
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pubmed:volume |
128
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
16496-7
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pubmed:dateRevised |
2008-1-17
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pubmed:meshHeading |
pubmed-meshheading:17177387-Alkylation,
pubmed-meshheading:17177387-Benzene,
pubmed-meshheading:17177387-Catalysis,
pubmed-meshheading:17177387-Molecular Structure,
pubmed-meshheading:17177387-Organometallic Compounds,
pubmed-meshheading:17177387-Palladium,
pubmed-meshheading:17177387-Pentanoic Acids,
pubmed-meshheading:17177387-Protons,
pubmed-meshheading:17177387-Stereoisomerism
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pubmed:year |
2006
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pubmed:articleTitle |
Palladium-catalyzed benzene arylation: incorporation of catalytic pivalic acid as a proton shuttle and a key element in catalyst design.
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pubmed:affiliation |
Center for Catalysis Research and Innovation, University of Ottawa, Department of Chemistry, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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