dc.contributor.author | Cabrera-Lobera, Natalia | |
dc.contributor.author | Quirós, M. Teresa | |
dc.contributor.author | Buñuel Magdalena, María Elena | |
dc.contributor.author | Cárdenas Morales, Diego Jesús | |
dc.contributor.other | UAM. Departamento de Química Orgánica | es_ES |
dc.date.accessioned | 2019-03-20T12:17:19Z | |
dc.date.available | 2019-03-20T12:17:19Z | |
dc.date.issued | 2019-01-23 | |
dc.identifier.citation | Catalysis Science and Technology 9.4 (2019): 1021-1029 | en_US |
dc.identifier.issn | 2044-4753 (print) | es_ES |
dc.identifier.issn | 2044-4761 (online) | es_ES |
dc.identifier.uri | http://hdl.handle.net/10486/687077 | |
dc.description.abstract | We report a full study on the novel regioselective Ni-catalyzed hydroborylative cyclization of enynes using HBpin as the borylation agent. Alkyl and alkenyl boronates can be obtained depending on the substituent on the alkyne. The reaction takes place under smooth conditions with an inexpensive catalytic Ni-based system, constituting a fully atom-economic eco-friendly method. This process shows a broad scope, allowing the formation of carbo- and heterocycles in moderate to good yields. The utility of the resulting boronates is also illustrated. We have studied the reaction mechanism both experimentally and computationally. The process involves initial oxidative cyclometalation to Ni(0)(xantphos) species followed by the key C-B bond formation through σ-bond metathesis and reductive elimination | en_US |
dc.description.sponsorship | We thank the Spanish MINECO for funding (Grant CTQ2016-79826-R) and a Juan de la Cierva fellowship to M. T. Q., the MECD for a FPU fellowship to N. C.-L., and the Centro de
Computación Científica-UAM | en_US |
dc.format.extent | 10 pag. | en_US |
dc.format.mimetype | application/pdf | en |
dc.language.iso | eng | en |
dc.publisher | Royal Society of Chemistry | en_US |
dc.relation.ispartof | Catalysis Science and Technology | en_US |
dc.rights | © 2019 The Royal Society of Chemistry | en_US |
dc.subject.other | Cyclization | en_US |
dc.subject.other | Catalysis | en_US |
dc.subject.other | Regioselectivity | en_US |
dc.title | Atom-economical regioselective Ni-catalyzed hydroborylative cyclization of enynes: Development and mechanism | en_US |
dc.type | article | en |
dc.subject.eciencia | Química | es_ES |
dc.date.embargoend | 2020-01-23 | |
dc.relation.publisherversion | http://dx.doi.org/10.1039/c8cy02568a | es_ES |
dc.identifier.doi | 10.1039/c8cy02568a | es_ES |
dc.identifier.publicationfirstpage | 1021 | es_ES |
dc.identifier.publicationissue | 4 | es_ES |
dc.identifier.publicationlastpage | 1021-1029 | es_ES |
dc.identifier.publicationvolume | 9 | es_ES |
dc.relation.projectID | Gobierno de España. CTQ2016-79826-R | es_ES |
dc.type.version | info:eu-repo/semantics/acceptedVersion | en |
dc.rights.accessRights | openAccess | en |
dc.authorUAM | Cardenas Morales, Diego Jesús (259091) | |
dc.facultadUAM | Facultad de Ciencias | |
dc.institutoUAM | Instituto de Investigación Avanzada en Ciencias Químicas (IAdChem) | |