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Coordination Chemistry of the (eta(6)-p-Cymene)ruthenium(II) Fragment with Bis-, Tris-, andTetrakis(pyrazol-1-yl)borate Ligands: Synthesis, Structural, Electrochemical, and CatalyticDiastereoselective Nitroaldol Reaction Studies

2011-03-28Journal article Open access
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dc.contributor.authorPettinari, Claudio
dc.contributor.authorMarchetti, Fabio
dc.contributor.authorCerquetella, Adele
dc.contributor.authorPettinari, Riccardo
dc.contributor.authorMONARI, MAGDA
dc.contributor.authorMac Leod, Tatiana C. O.
dc.contributor.authorMartins, Luisa
dc.contributor.authorPombeiro, Armando
dc.date.accessioned2013-01-31T13:02:35Z
dc.date.available2013-01-31T13:02:35Z
dc.date.issued2011-03-28
dc.description.abstractNovel [Ru(eta(6)-p-cymene)(kappa(2)-L)X] and [Ru(eta(6)-p-cymene)(kappa(3)-L)]X center dot nH(2)O complexes (L = bis-, tris-, or tetrakis-pyrazolylborate; X = Cl, N-3, PF6, or CF3SO3) are prepared by treatment of [Ru(eta(6)-p-cymene)Cl-2](2) with poly-(pyrazolyl)borate derivatives [M(L)] (L in general; in detail L = Ph(2)Bp = diphenylbis-(pyrazol-1-yl)borate; L = Tp = hydrotris(pyrazol-1-yl)borate; L = pzTp = tetrakis(pyrazol-1-yl)borate; L = Tp(4Bo) = hydrotris(indazol-1-yl)borate, L = T-p4Bo,T-5Me = (5-methylindazol-1-yl)borate; L = Tp(Bn,4Ph) = hydrotris(3-benzyl-4-phenylpyrazol-1-yl)borate; M = Na, K, or TI) and characterized by analytical and spectral data (IR, ESIMS, H-1 and C-13 NMR). The structures of [Ru(eta(6)-p-cymene)(Ph(2)Bp)Cl] (1) and [Ru(eta(6)-p-cymene)(Tp)Cl] (3) have been established by single-crystal X-ray diffraction analysis. Electrochemical studies allowed comparing the electron-donor characters of Tp and related ligands and estimating the corresponding values of the Lever E-L ligand parameter. The complexes [Ru(eta(6)-p-cymene)-(kappa(2)-L)X] and [Ru(eta(6)-p-cymene)(kappa(3)-L)]X center dot nH(2)O act as catalyst precursors for the diastereoselective nitroaldol reaction of benzaldehyde and nitroethane to the corresponding beta-nitroalkanol (up to 82% yield, at room temperature) with diastereoselectivity toward the formation of the threo isomer.por
dc.identifier.citationPETTINARI, Claudio; MARCHETTI, Fabio; CERQUETELLA, Adele; PETTINARI, Riccardo; MONARI, Magda; MAC LEOD, Tatiana C. O.; MARTINS, Luísa M. D. R. S.; POMBEIRO, Armando J. L. - Coordination Chemistry of the (eta(6)-p-Cymene)ruthenium(II) Fragment with Bis-, Tris-, andTetrakis(pyrazol-1-yl)borate Ligands: Synthesis, Structural, Electrochemical, and CatalyticDiastereoselective Nitroaldol Reaction Studies. Organometallics. ISSN 0276-7333. Vol. 30, n.º 6 (2011) p. 1616-1626.por
dc.identifier.issn0276-7333
dc.identifier.urihttp://hdl.handle.net/10400.21/2124
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherAmer Chemicalpor
dc.subjectAsymmetric Reactionpor
dc.subjectRuthenium(II) Arene Complexespor
dc.subjectBoron-Pyrazole Chemistrypor
dc.subjectHuman Ovarian-Cancerpor
dc.subjectPI-Acceptor Ligandspor
dc.subjectCrystal-Structurepor
dc.subjectFerrocene Derivativespor
dc.subjectSulfinato Complexespor
dc.subjectTransition-Metalspor
dc.subjectAnticancer Drugspor
dc.titleCoordination Chemistry of the (eta(6)-p-Cymene)ruthenium(II) Fragment with Bis-, Tris-, andTetrakis(pyrazol-1-yl)borate Ligands: Synthesis, Structural, Electrochemical, and CatalyticDiastereoselective Nitroaldol Reaction Studiespor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.conferencePlaceWashingtonpor
oaire.citation.endPage1626por
oaire.citation.issue6por
oaire.citation.startPage1616por
oaire.citation.titleOrganometallicspor
oaire.citation.volume30por
person.familyNamePettinari
person.familyNamePettinari
person.familyNameMONARI
person.familyNameMartins
person.familyNamePombeiro
person.givenNameClaudio
person.givenNameRiccardo
person.givenNameMAGDA
person.givenNameLuisa
person.givenNameArmando
person.identifier637885
person.identifier.ciencia-idE218-E297-A4EA
person.identifier.ciencia-id8311-38FA-CEFB
person.identifier.orcid0000-0002-2547-7206
person.identifier.orcid0000-0002-6313-4431
person.identifier.orcid0000-0003-2766-7625
person.identifier.orcid0000-0002-5403-9352
person.identifier.orcid0000-0001-8323-888X
person.identifier.ridG-6210-2011
person.identifier.ridI-5945-2012
person.identifier.scopus-author-id7006581579
person.identifier.scopus-author-id6701344763
person.identifier.scopus-author-id7003409308
person.identifier.scopus-author-id8650947800
person.identifier.scopus-author-id7006067269
rcaap.rightsrestrictedAccesspor
rcaap.typearticlepor
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