Aryl to Aryl Palladium Migration in the Heck and Suzuki Coupling of o-Halobiaryls

dc.contributor.author Campo, Marino
dc.contributor.author Zhang, Haiming
dc.contributor.author Yao, Tuanli
dc.contributor.author Ibdah, Abdellatif
dc.contributor.author McCulla, Ryan
dc.contributor.author Huang, Qinhua
dc.contributor.author Zhao, Jian
dc.contributor.author Jenks, William
dc.contributor.author Larock, Richard
dc.contributor.department Department of Chemistry
dc.date 2018-02-17T06:45:13.000
dc.date.accessioned 2020-06-30T01:18:00Z
dc.date.available 2020-06-30T01:18:00Z
dc.date.copyright Mon Jan 01 00:00:00 UTC 2007
dc.date.issued 2007-04-24
dc.description.abstract <p>A novel 1,4-palladium migration between the <em>o</em>- and <em>o</em>‘-positions of biaryls has been observed in organopalladium intermediates derived from <em>o</em>-halobiaryls. The organopalladium intermediates generated by this migration have been trapped either by a Heck reaction employing ethyl acrylate or by Suzuki cross-coupling using arylboronic acids. This palladium migration can be activated or deactivated by choosing the appropriate reaction conditions. Chemical and computational evidence supports the presence of an equilibrium that correlates with the C−H acidity of the available arene positions.</p>
dc.description.comments <p>Reprinted (adapted) with permission from <em>Journal of American Chemical Society</em>, 129(19); 6298-6307. Doi: <a href="http://dx.doi.org/10.1021/ja069238z" target="_blank">10.1021/ja069238</a>z. Copyright 2007 American Chemical Society.</p>
dc.format.mimetype application/pdf
dc.identifier archive/lib.dr.iastate.edu/chem_pubs/157/
dc.identifier.articleid 1148
dc.identifier.contextkey 7886467
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath chem_pubs/157
dc.identifier.uri https://dr.lib.iastate.edu/handle/20.500.12876/14592
dc.language.iso en
dc.source.bitstream archive/lib.dr.iastate.edu/chem_pubs/157/0-2007_JenksWS_ACS_License_AryltoArylPalladium.pdf|||Fri Jan 14 20:45:08 UTC 2022
dc.source.bitstream archive/lib.dr.iastate.edu/chem_pubs/157/2007_JenksWS_ArylToArylPalladium.pdf|||Fri Jan 14 20:45:10 UTC 2022
dc.source.uri 10.1021/ja069238z
dc.subject.disciplines Chemistry
dc.subject.disciplines Inorganic Chemistry
dc.subject.disciplines Organic Chemistry
dc.subject.disciplines Other Chemistry
dc.subject.disciplines Polymer Chemistry
dc.title Aryl to Aryl Palladium Migration in the Heck and Suzuki Coupling of o-Halobiaryls
dc.type article
dc.type.genre article
dspace.entity.type Publication
relation.isAuthorOfPublication 4bd6268b-7134-4d6d-9050-46681c12c965
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11
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