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http://hdl.handle.net/10261/111781
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Campo DC | Valor | Lengua/Idioma |
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dc.contributor.author | Carmona, Daniel | - |
dc.contributor.author | Viguri, Fernando | - |
dc.contributor.author | Asenjo, Ainara | - |
dc.contributor.author | Lahoz, Fernando J. | - |
dc.contributor.author | García-Orduña, Pilar | - |
dc.contributor.author | Oro, Luis A. | - |
dc.date.accessioned | 2015-03-04T11:03:02Z | - |
dc.date.available | 2015-03-04T11:03:02Z | - |
dc.date.issued | 2014 | - |
dc.identifier | doi: 10.1016/j.molcata.2014.01.021 | - |
dc.identifier | issn: 1381-1169 | - |
dc.identifier.citation | Journal of Molecular Catalysis A: Chemical 385: 119-124 (2014) | - |
dc.identifier.uri | http://hdl.handle.net/10261/111781 | - |
dc.description.abstract | The aqua complex (SIr,RC)-[(η5-C 5Me5)Ir(Prophos)(H2O)][SbF6] 2 [Prophos = (R)-propane-1,2-diyl-bis(diphenylphosphane)] is an active precursor for the asymmetric Diels-Alder reaction of acyclic enals with cyclopentadiene, 2,3-dimethylbutadiene and isoprene. Enantioselectivities up to 78% ee are achieved. The intermediate Lewis acid-dienophile complex (S Ir,RC)-[(η5-C5Me 5)Ir(Prophos)(ethyl acrolein)][SbF6]2 has been isolated and completely characterized, including the X-ray crystal structure determination. Structural parameters indicate that the disposition of the coordinated dienophile is controlled by CH/π attractive interactions established between a phenyl group of the Prophos ligand and the aldehyde proton of the coordinated enal. Proton NMR data indicate that these interactions are maintained in solution. From diffractometric and spectroscopic data, the origin of the enantioselectivity is discussed. © 2014 Elsevier B.V. All rights reserved. | - |
dc.description.sponsorship | We thank the Ministerio de Educación y Ciencia (Grant CTQ 2009-10303/BTQ), the Ministerio de Economía y Competitividad (Grant CTQ 2012-32095), and Gobierno de Aragón (Grupo Consolidado: Catalizadores Organometálicos Enantioselectivos) for financial support. A. A. thanks the IUCH for a grant. P. G.-O. acknowledges the CSIC, “JAE-Doc” program (contract co-funded by the ESF) and the “Factoría de Cristalización” project (CONSOLIDER INGENIO-2010, CSD 2006-0015 program) for financial support. | - |
dc.publisher | Elsevier | - |
dc.rights | closedAccess | - |
dc.subject | R-Prophos | - |
dc.subject | Iridium | - |
dc.subject | α, β unsaturated aldehydes | - |
dc.subject | Diels–Alder reaction | - |
dc.subject | Asymmetric catalysis | - |
dc.title | Enantioselective catalysts based on the chiral fragment (η5-C5Me5)Ir(Prophos) for Diels-Alder reactions | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1016/j.molcata.2014.01.021 | - |
dc.date.updated | 2015-03-04T11:03:02Z | - |
dc.description.version | Peer Reviewed | - |
dc.language.rfc3066 | eng | - |
dc.contributor.funder | Ministerio de Educación y Ciencia (España) | - |
dc.contributor.funder | Ministerio de Economía y Competitividad (España) | - |
dc.contributor.funder | Gobierno de Aragón | - |
dc.contributor.funder | Universidad de Zaragoza | - |
dc.contributor.funder | Factoría Española de Cristalización | - |
dc.contributor.funder | European Commission | - |
dc.relation.csic | Sí | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100003329 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100007041 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100000780 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100010067 | es_ES |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.fulltext | No Fulltext | - |
item.cerifentitytype | Publications | - |
item.openairetype | artículo | - |
item.grantfulltext | none | - |
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