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pubmed-article:12816483rdf:typepubmed:Citationlld:pubmed
pubmed-article:12816483lifeskim:mentionsumls-concept:C1330957lld:lifeskim
pubmed-article:12816483lifeskim:mentionsumls-concept:C2003941lld:lifeskim
pubmed-article:12816483lifeskim:mentionsumls-concept:C0596311lld:lifeskim
pubmed-article:12816483pubmed:issue13lld:pubmed
pubmed-article:12816483pubmed:dateCreated2003-6-20lld:pubmed
pubmed-article:12816483pubmed:abstractTextThe palladium-catalyzed arylation of alpha,alpha-disubstituted arylmethanols with aryl halides proceeds not only via C-H bond cleavage at the ortho-position, but also via cleavage of the sp(2)-sp(3) C-C bond with the liberation of ketones (beta-carbon elimination) to give the corresponding biaryls. Both reactions appear to occur through common arylpalladium(II) alcoholate intermediates. The results of systematic studies with respect to which C-C or C-H bond is preferentially cleaved in the arylation are reported. Among the important findings is the selective elimination of ortho-substituted aryl groups even from aryl(diphenyl)methanols due to steric reasons. Thus, various biaryls having ortho-substituents can be produced efficiently by treatment of the corresponding aryl(diphenyl or dimethyl)methanols with aryl bromides and chlorides.lld:pubmed
pubmed-article:12816483pubmed:languageenglld:pubmed
pubmed-article:12816483pubmed:journalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:12816483pubmed:statusPubMed-not-MEDLINElld:pubmed
pubmed-article:12816483pubmed:monthJunlld:pubmed
pubmed-article:12816483pubmed:issn0022-3263lld:pubmed
pubmed-article:12816483pubmed:authorpubmed-author:SatohTetsuyaTlld:pubmed
pubmed-article:12816483pubmed:authorpubmed-author:MiuraMasahiro...lld:pubmed
pubmed-article:12816483pubmed:authorpubmed-author:NomuraMasakat...lld:pubmed
pubmed-article:12816483pubmed:authorpubmed-author:TeraoYoshitoYlld:pubmed
pubmed-article:12816483pubmed:authorpubmed-author:WakuiHiroyuki...lld:pubmed
pubmed-article:12816483pubmed:authorpubmed-author:NomotoMichiyo...lld:pubmed
pubmed-article:12816483pubmed:issnTypePrintlld:pubmed
pubmed-article:12816483pubmed:day27lld:pubmed
pubmed-article:12816483pubmed:volume68lld:pubmed
pubmed-article:12816483pubmed:ownerNLMlld:pubmed
pubmed-article:12816483pubmed:authorsCompleteYlld:pubmed
pubmed-article:12816483pubmed:pagination5236-43lld:pubmed
pubmed-article:12816483pubmed:year2003lld:pubmed
pubmed-article:12816483pubmed:articleTitlePalladium-catalyzed arylation of alpha,alpha-disubstituted arylmethanols via cleavage of a C-C or a C-H bond to give biaryls.lld:pubmed
pubmed-article:12816483pubmed:affiliationDepartment of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.lld:pubmed
pubmed-article:12816483pubmed:publicationTypeJournal Articlelld:pubmed