dc.creator | Ramírez-López, Pedro | es |
dc.creator | Ros, Abel | es |
dc.creator | Estepa, Beatriz | es |
dc.creator | Fernández Fernández, Rosario Fátima | es |
dc.creator | Fiser, Béla | es |
dc.creator | Gómez-Bengoa, Enrique | es |
dc.creator | Lassaletta, José M. | es |
dc.date.accessioned | 2018-06-19T10:17:19Z | |
dc.date.available | 2018-06-19T10:17:19Z | |
dc.date.issued | 2016 | |
dc.identifier.citation | Ramírez-López, P., Ros, A., Estepa, B., Fernández, R., Fiser, B., Gómez-Bengoa, E. y Lassaletta, J.M. (2016). A Dynamic Kinetic C-P Cross-Coupling for the Asymmetric Synthesis of Axially Chiral P,N Ligands. ACS Catalysis, 6 (6), 3955-3964. | |
dc.identifier.issn | 2155-5435 | es |
dc.identifier.uri | https://hdl.handle.net/11441/76302 | |
dc.description.abstract | The Pd-catalyzed enantioselective C-P cross-coupling between racemic, configurationally stable heterobiaryl triflates and trialkylsilyldiaryl(dialkyl)phosphines has been used for the synthesis of several families of enantiomerically enriched heterobiaryl phosphines including QUINAP, PINAP, and QUINAZOLINAP analogues, which can be performed with good yields and enantioselectivities using JOSIPHOS-type bidentate phosphines. The strategy relies on two key assumptions: (I) The N atom of the heterocycle is a better ligand than triflate, and upon oxidative addition, it incorporates into the coordination sphere of the Pd center to form cationic cyclic intermediates. (II) The geometry of the palladacycle results in a widening of the angles involved in the stabilization of the stereogenic axis, facilitating a fast interconversion of diastereomeric structures and, hence, a dynamic kinetic C-P cross-coupling reaction. These starting hypotheses are supported by experimental and computational studies. | es |
dc.description.sponsorship | Ministerio de Economía y Competitividad CTQ2013 -48164- C2 -1-P, CTQ2013 -48164 -C2 -2-P, RYC -2013- 12585 for A.R | es |
dc.description.sponsorship | Junta de Andalucía 2012/FQM 1078 | es |
dc.format | application/pdf | es |
dc.language.iso | eng | es |
dc.publisher | American Chemical Society | es |
dc.relation.ispartof | ACS Catalysis, 6 (6), 3955-3964. | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | P,N -ligands | es |
dc.subject | QUINAP | es |
dc.subject | DYKAT | es |
dc.subject | Asymmetric Catalysis | es |
dc.subject | C – P coupling | es |
dc.subject | Silylphosphines | es |
dc.subject | Heterobiaryls | es |
dc.title | A Dynamic Kinetic C-P Cross-Coupling for the Asymmetric Synthesis of Axially Chiral P,N Ligands | es |
dc.type | info:eu-repo/semantics/article | es |
dcterms.identifier | https://ror.org/03yxnpp24 | |
dc.type.version | info:eu-repo/semantics/acceptedVersion | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.contributor.affiliation | Universidad de Sevilla. Departamento de Química Orgánica | es |
dc.relation.publisherversion | http://dx.doi.org/10.1021/acscatal.6b00784 | es |
dc.identifier.doi | 10.1021/acscatal.6b00784 | es |
idus.format.extent | 11 | es |
dc.journaltitle | ACS Catalysis | es |
dc.publication.volumen | 6 | es |
dc.publication.issue | 6 | es |
dc.publication.initialPage | 3955 | es |
dc.publication.endPage | 3964 | es |
dc.contributor.funder | Ministerio de Economía y Competitividad (MINECO). España | |
dc.contributor.funder | Junta de Andalucía | |