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  • Sawadjoon, Supaporn, et al. (author)
  • Mechanistic Insights into the Pd-Catalyzed Direct Amination of Allyl Alcohols : Evidence for an Outer-sphere Mechanism Involving a Palladium Hydride Intermediate
  • 2014
  • In: Chemistry - A European Journal. - : Wiley. - 0947-6539 .- 1521-3765. ; 20:6, s. 1520-1524
  • Journal article (peer-reviewed)abstract
    • The mechanism of direct amination of allyl alcohol by a palladium triphenylphosphite complex has been explored. Labelling studies show that the reaction proceeds through a π-allylpalladium intermediate. A second-order dependence of reaction rate on allyl alcohol concentration was observed. Kinetic isotope effect studies and ESI-MS studies are in agreement with a reaction proceeding through a palladium hydride intermediate in which both O-H bond and C-O bond cleavages are involved in rate-determining steps. A stereochemical study supports an outer-sphere nucleophilic attack of the π-allylpalladium intermediate giving complete chiral transfer from starting material to product.
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  • Result 1-1 of 1
Type of publication
journal article (1)
Type of content
peer-reviewed (1)
Author/Editor
Samec, Joseph S. M. (1)
Sawadjoon, Supaporn (1)
Sjöberg, Per J.R. (1)
Orthaber, Andreas (1)
Matsson, Olle (1)
University
Uppsala University (1)
Language
English (1)
Research subject (UKÄ/SCB)
Natural sciences (1)
Year
2014 (1)

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