Arylaminations intra et intermoléculaires catalysées par le nickel (0) ou le palladium (0) ligandés par des carbènes N-hétérocycliques. Nouveaux catalyseurs hybrides organique/inorganique. Application au couplage de Suzuki-Miyaura

Abstract : The present work is divided into two main parts. In the first part, we describe the use of an in situ generated Ni(0) catalyst associated with 2,2 -bipyridine or N,N -bis(2,6- diisopropylphenyl)dihydroimidazol-2-ylidene (SIPr) as ligand and NaO-t-Bu as the base for the intramolecular coupling of aryl chlorides with amines. The procedure has been applied to the formation of five-, six-, and seven-membered rings. The use of the Pd(0)/N,N -bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene (SIPr) catalyst for sequential intra- followed by intermolecular aryl amination reaction is also described. The methode has been applied to the synthesis of N-arylated five-, six-, and seven-membered heterocycles. The second part of the work describes first the preparation of a nanohybrid catalyst constituted of Pd(0) nanoparticles stabilized by an oxidized aromatic diamine. This catalyst has been used in Suzuki-Miyaura coupling for the preparation of unsymmetrical biaryls. Performing the reaction in an ionic liquid/H2O medium allows an efficient recycling of the catalyst.
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Theses
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http://docnum.univ-lorraine.fr/prive/SCD_T_2006_0181_OMAR_AMRANI.pdf
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https://hal.univ-lorraine.fr/tel-01754279
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Submitted on : Friday, March 30, 2018 - 9:43:36 AM
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Rafik Omar-Amrani. Arylaminations intra et intermoléculaires catalysées par le nickel (0) ou le palladium (0) ligandés par des carbènes N-hétérocycliques. Nouveaux catalyseurs hybrides organique/inorganique. Application au couplage de Suzuki-Miyaura. Autre [cond-mat.other]. Université Henri Poincaré - Nancy 1, 2006. Français. ⟨NNT : 2006NAN10181⟩. ⟨tel-01754279⟩

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