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Theses

Autotransfert d’hydrogène catalysé par du nickel hétérogène pour la formation de liaisons C-C et C-N

Abstract : A wide range of nucleophiles could be alkylated through borrowing hydrogen methodology using alcohols as low toxicity alkylating agents. Advantageously, the only byproduct of these high atom economy reactions is water. In this context, nickel supported on silica-alumina (65 wt% Ni/SiO2-Al2O3) was used to create C-C bonds, particularly to perform the α-alkylation of ketones with alcohols, of which methanol. The full characterization of this catalyst was made, before and after use. Ni/SiO2-Al2O3 was found to be recyclable over 5 runs for the α-alkylation of acetophenone with benzyl alcohol. The cross-benzylation-methylation of acetophenone with methanol and benzyl alcohols was also studied. The α-benzylation of phenylacetonitrile by benzyl alcohol was performed with Ni/SiO2-Al2O3. This catalyst was also able to catalyse the N-alkylation of amides with alcohols. In this case, an important leaching of the catalyst in solution was observed. Finally, Ni/SiO2-Al2O3 was also efficient to catalyze an acceptorless dehydrogenative coupling, allowing the synthesis of an indole from aniline and a vicinal diol
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Aubin Charvieux. Autotransfert d’hydrogène catalysé par du nickel hétérogène pour la formation de liaisons C-C et C-N. Autre. Université de Lyon, 2019. Français. ⟨NNT : 2019LYSE1139⟩. ⟨tel-02467873⟩

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