Resorcinarene-Functionalised Imidazolium Salts as Ligand Precursors for Palladium-Catalysed Suzuki-Miyaura Cross-Couplings. - Université de Rennes Accéder directement au contenu
Article Dans Une Revue ChemCatChem Année : 2013

Resorcinarene-Functionalised Imidazolium Salts as Ligand Precursors for Palladium-Catalysed Suzuki-Miyaura Cross-Couplings.

David Semeril
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Eric Brenner
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Dominique Matt
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Ismail Ozdemir
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Cemal Kaya
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Loïc Toupet

Résumé

Three imidazolium salts based on a rigid resorcinarene platform (1-3) were synthesised and used as catalyst precursors in the Suzuki-Miyaura cross-coupling of aryl halides with phenylboronic acid. In these pro-carbene ligands, the heterocyclic moiety has one N atom connected to a C2 atom of a resorcinolic ring, and the other is substituted by an alkyl group (R=n-propyl, iso-propyl, benzyl). The methinic C atoms of the macrocyclic core are all substituted by a pentyl group. The best catalytic performances were obtained by using an imidazolium/Pd ratio of 1:1. The catalytic systems displayed high activities, which increased in the order R=n-propyl (1)

Dates et versions

hal-00839961 , version 1 (01-07-2013)

Identifiants

Citer

Neslihan Sahin, David Semeril, Eric Brenner, Dominique Matt, Ismail Ozdemir, et al.. Resorcinarene-Functionalised Imidazolium Salts as Ligand Precursors for Palladium-Catalysed Suzuki-Miyaura Cross-Couplings.. ChemCatChem, 2013, 5 (5), pp.1116-1125. ⟨10.1002/cctc.201200716⟩. ⟨hal-00839961⟩
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