Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/198220
Type: Artigo de periódico
Title: Dualistic Nature Of The Mechanism Of The Morita-baylis-hillman Reaction Probed By Electrospray Ionization Mass Spectrometry.
Author: Amarante, Giovanni W
Milagre, Humberto M S
Vaz, Boniek G
Vilachã Ferreira, Bruno R
Eberlin, Marcos N
Coelho, Fernando
Abstract: The Morita-Baylis-Hillman (MBH) reaction allows chemists to form new sigma 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.
Subject: Acrylates
Benzaldehydes
Catalysis
Gases
Kinetics
Molecular Structure
Protons
Solutions
Spectrometry, Mass, Electrospray Ionization
Stereoisomerism
Tandem Mass Spectrometry
Citation: The Journal Of Organic Chemistry. v. 74, n. 8, p. 3031-7, 2009-Apr.
Rights: fechado
Identifier DOI: 10.1021/jo802578t
Address: http://www.ncbi.nlm.nih.gov/pubmed/19284756
Date Issue: 2009
Appears in Collections:Unicamp - Artigos e Outros Documentos

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