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dc.contributor.authorLesarri, Alberto
dc.contributor.authorPinacho, Ruth
dc.contributor.authorEnríquez, Lourdes
dc.contributor.authorRubio, José E.
dc.contributor.authorJaraíz, Martín
dc.contributor.authorAbad, José L.
dc.contributor.authorGigosos, Marco A.
dc.date.accessioned2017-09-09T10:37:46Z
dc.date.available2018-07-21T23:40:45Z
dc.date.issued2017
dc.identifier.citationPhysical Chemistry Chemical Physics, 2017, 19, 17473es
dc.identifier.urihttp://uvadoc.uva.es/handle/10324/25467
dc.descriptionProducción Científicaes
dc.description.abstractSparteine is a quinolizidine alkaloid used as chiral auxiliary in asymmetric synthesis. We examine whether hydration by a single molecule can flip sparteine from the most stable trans conformation to the bidentate cis arrangement observed in catalytic complexation to a metal center. Sparteine and the dimer sparteine-water were generated in a supersonic jet expansion with H216O and H218O, and characterized by broadband chirped-pulse microwave spectroscopy. Despite the bidentate water dimer was predicted with larger binding energy, a single isomer was observed for the monohydrated cluster, with sparteine retaining the trans conformation observed for the free molecule. The absence of the bidentate dimer is attributed to kinetic control of the cluster formation, favoring the pre-expansion most abundant monomer. The structural properties of the O-H···N hydrogen bond in the dimer are compared with complexes of other secondary and tertiary amines.es
dc.format.mimetypeapplication/pdfes
dc.language.isoenges
dc.publisherRSCes
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
dc.titleRotational Spectra of Tetracyclic Quinolizidine Alkaloids: Does a Water Molecule Flip Sparteine?es
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.holderRSCes
dc.identifier.doi10.1039/c7cp01432ees
dc.relation.publisherversionhttp://pubs.rsc.org/en/Content/ArticleLanding/2017/CP/C7CP01432Ees
dc.peerreviewedSIes
dc.description.embargo2018-07-21es
dc.description.projectMINECO-FEDER (CTQ2015-68148-C2-2-P)es


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