Developpement de nouveaux catalyseurs au palladium supporté sur polymères ou nanoparticules de cobalt : application à la formation de liaisons carbone-carbone

Abstract : Palladium-catalyzed reactions forming carbon-carbon bonds have found widespread applications in organic synthesis as they represent the key step of many important syntheses in various domains. The first part of this work describes the preparation and study of heterogeneous, reusable, catalysts containing palladium supported on a polymer bearing phosphino groups derived from either a Merrifield resin or a Rasta resin. Very good results have been obtained for the use of these catalysts in Hiyama, Heck and Suzuki cross-couplings and, in each case, the possibility of reuse of the catalyst at least 4 times has been verified. Our work constitutes one of the first use of a reusable catalyst in a Hiyama coupling. We have also found experimental conditions allowing to run the Heck coupling in the presence of only a minimal amount of palladium. Our work constitutes the first use of Rasta resins to prepare heterogeneous palladium catalysts. The second part of the thesis describes the study of the preparation of catalysts where palladium would be supported on superparamagnetic nanoparticles and which could therefore be recovered from any reaction medium by using a magnetic field. Cobalt nanoparticles were prepared and then covered by pyrocarbon by Chemical Vapor Deposition. Organic groups, allowing the subsequent introduction of phosphino ligands, were then grafted on the carbon shells. The structure of the particles was determined by Transmission Electron Microscopy and their preparation optimized according to these structural results.
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Carine Diebold. Developpement de nouveaux catalyseurs au palladium supporté sur polymères ou nanoparticules de cobalt : application à la formation de liaisons carbone-carbone. Autre. Université de Haute Alsace - Mulhouse, 2012. Français. ⟨NNT : 2012MULH4172⟩. ⟨tel-00807363⟩

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