DUGiDocsCarboxylate-Assisted Formation of Aryl-Co(III) Masked-Carbenes in Cobalt-Catalyzed C-H Functionalization with Diazo Esters
dc.contributor.author
dc.date.accessioned
2019-05-07T11:02:49Z
dc.date.available
2019-05-07T11:02:49Z
dc.date.issued
2017-09-18
dc.identifier.issn
0002-7863
dc.identifier.uri
dc.description.abstract
Herein we describe the synthesis of a family of aryl-Co(III)-carboxylate complexes and their reactivity with ethyl di-azoacetate (EDA). Crystallographic, full spectroscopic characterization and theoretical evidence of unique C-metalated aryl-Co(III) enolate intermediates is provided, unraveling a carboxylate-assisted formation of aryl-Co(III) masked-carbenes. Moreover, additional evidence for an unprecedented Co(III)-mediated intramolecular SN2-type C-C bond formation in which the carboxylate moiety acts as a relay is disclosed. This novel strategy is key to tame the hot reactivity of a metastable Co(III)-carbene and elicit C-C coupling products in a productive manner
dc.description.sponsorship
We acknowledge financial support from the European
Research Council for the Starting Grant Project ERC-2011-
StG-277801 to X.R. and from MINECO of Spain for project
CTQ2016-77989-P to A.C. and X.R., project CTQ2014-52525-
P to J.M.L. and project CTQ2015-64436-P to T.P. We also
thank Generalitat de Catalunya for projects 2014SGR862
and 2014SGR931
dc.format.extent
7 p.
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society (ACS)
dc.relation
MINECO/PE 2016-2018/CTQ2016-77989-P
info:eu-repo/grantAgreement/MINECO//CTQ2014-52525-P/ES/FUNCIONALES DFT PARA EL CALCULO DE PROPIEDADES OPTICAS NO LINEALES/
dc.relation.isformatof
Versió postprint del document publicat a: https://doi.org/10.1021/jacs.7b07880
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© Journal of the American Chemical Society, 2017, vol. 139, núm. 41, p. 14649-14655
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Articles publicats (D-Q)
dc.rights
Tots els drets reservats
dc.source
Planas, Oriol Roldan-Gomez, Steven Martin-Diaconescu,Vlad Parella Coll, Teodor Luis Luis, Josep Maria Company Casadevall, Anna Ribas Salamaña, Xavi 2017 Carboxylate-Assisted Formation of Aryl-Co(III) Masked-Carbenes in Cobalt-Catalyzed C-H Functionalization with Diazo Esters Journal of the American Chemical Society 139 41 14649 14655
dc.subject
dc.title
Carboxylate-Assisted Formation of Aryl-Co(III) Masked-Carbenes in Cobalt-Catalyzed C-H Functionalization with Diazo Esters
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.relation.projectID
info:eu-repo/grantAgreement/EC/FP7/277801/EU/Sustainable C-X and C-H Functionalization Catalyzed by Copper(III) Species/SUSCATCU3
dc.type.version
info:eu-repo/semantics/acceptedVersion
dc.identifier.doi
dc.identifier.idgrec
027308
dc.contributor.funder
dc.type.peerreviewed
peer-reviewed
dc.relation.FundingProgramme
dc.relation.ProjectAcronym
dc.identifier.eissn
1520-5126