Dualistic Nature of the Mechanism of the Morita-Baylis-Hillman Reaction Probed by Electrospray Ionization Mass Spectrometry

dc.creatorAmarante, GW
dc.creatorMilagre, HMS
dc.creatorVaz, BG
dc.creatorFerreira, BRV
dc.creatorEberlin, MN
dc.creatorCoelho, F
dc.date2009
dc.dateAPR 17
dc.date2014-11-16T02:01:05Z
dc.date2015-11-26T17:37:13Z
dc.date2014-11-16T02:01:05Z
dc.date2015-11-26T17:37:13Z
dc.date.accessioned2018-03-29T00:18:53Z
dc.date.available2018-03-29T00:18:53Z
dc.identifierJournal Of Organic Chemistry. Amer Chemical Soc, v. 74, n. 8, n. 3031, n. 3037, 2009.
dc.identifier0022-3263
dc.identifierWOS:000265073700014
dc.identifier10.1021/jo802578t
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/63536
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/63536
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/63536
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1285901
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description[GRAPHICS] The Morita-Baylis-Hillman (MBH) reaction allows chemists to form new a C-C bonds in a single-step straightforward manner and thus to construct densely functionalized molecules for further chemical manipulation. Using electrospray ionization for transferring ions directly from solution to the gas phase, and mass (and tandem mass) spectrometry for mass and structural assignments, new key intermediates for the rate-determining step of the MBH reaction have been successfully intercepted and structurally characterized. These ESI-MS data provide experimental evidence supporting recent suggestions, based on kinetic experiments and theoretical calculations, for the dualist nature of the proton-transfer step of the MBH mechanism.
dc.description74
dc.description8
dc.description3031
dc.description3037
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.languageen
dc.publisherAmer Chemical Soc
dc.publisherWashington
dc.publisherEUA
dc.relationJournal Of Organic Chemistry
dc.relationJ. Org. Chem.
dc.rightsfechado
dc.sourceWeb of Science
dc.subjectActivated Double-bonds
dc.subjectDensity-functional Theory
dc.subjectNecic Acid Synthons
dc.subjectStereoselective-synthesis
dc.subjectStereocontrolled Synthesis
dc.subjectOrganic-synthesis
dc.subjectChain-reactions
dc.subjectSerine Octamer
dc.subjectIonic Liquids
dc.subjectHeck Reaction
dc.titleDualistic Nature of the Mechanism of the Morita-Baylis-Hillman Reaction Probed by Electrospray Ionization Mass Spectrometry
dc.typeArtículos de revistas


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