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Études mécanistiques de réactions impliquant des complexes de palladium

Abstract : In this thesis, the mechanistic study of reactions involving palladium complexes is presented. Two systems have been studied, with different levels of mechanistic investigation. The first study aims at explaining the peculiar behavior of palladium ligated to nitrogen-containing ligands in the oxidative addition on iodoarenes. A second order in palladium(0) reaction rate has been experimentally demonstrated for various conditions (ligand, solvent, iodoarene). A cooperative mechanism involving the pre-activation of the C-I bond by a palladium complex prior to the oxidative insertion itself has been proposed and studied by DFT. In the second study, the palladium-catalyzed formation of oxazolidine-2,4-diones from Passerini adducts is investigated. The goal is to determine the relevant intermediates of the reaction and to explain the formation of the three new bonds. Two Tsuji-Trost reactions occur and the special role of allylmethylcarbonate has been studied. This mechanistic study highlights the potential of thorough understanding of mechanisms at the molecular level to envision further synthetic developments.
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Submitted on : Wednesday, March 27, 2019 - 2:43:09 PM
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  • HAL Id : tel-02081295, version 1


Baptiste Haddou. Études mécanistiques de réactions impliquant des complexes de palladium. Chimie théorique et/ou physique. Université Paris sciences et lettres, 2018. Français. ⟨NNT : 2018PSLEE020⟩. ⟨tel-02081295⟩



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