Non covalent immobilization of pyrene-tagged ruthenium complexes onto graphene surfaces for recycling in olefin metathesis reactions
| Autor: | Pierre Queval, Marc Mauduit, Caroline Bouvier, Emmanuelle Schulz, Stéphane Germain, Houssein Nasrallah, Christophe Crévisy |
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| Přispěvatelé: | Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Agence Nationale de la Recherche (ANR) [ANR-12-CD2I-0002 Cflow-OM], 'Region Bretagne' [SAD - GRAPH-Ru] [8734], Ministere de la Recherche et de la Technologie, Centre National de la Recherche Scientifique (CNRS), ANR-12-CDII-0002,CFLOW-OM,IMMOBILISATION DE CATALYSEURS DE METATHESE D'OLEFINES : APPLICATIONS EN PROCEDES BATCH & FLUX CONTINUS(2012), Université Paris-Sud - Paris 11 (UP11)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Diene
chemistry.chemical_element mechanism 010402 general chemistry Metathesis ring-closing metathesis 01 natural sciences Catalysis catalysts ionic liquids chemistry.chemical_compound Ring-closing metathesis Salt metathesis reaction Organic chemistry [CHIM]Chemical Sciences Physical and Theoretical Chemistry carbon nanotubes 010405 organic chemistry Ligand n-heterocyclic carbene pi-stacking interactions Process Chemistry and Technology ru carbene [CHIM.CATA]Chemical Sciences/Catalysis [CHIM.MATE]Chemical Sciences/Material chemistry Combinatorial chemistry 0104 chemical sciences Ruthenium grubbs-hoveyda chemistry Pyrene metal-complexes |
| Zdroj: | Journal of Molecular Catalysis A: Chemical Journal of Molecular Catalysis A: Chemical, Elsevier, 2016, 425, pp.136--146. ⟨10.1016/j.molcata.2016.10.004⟩ Journal of Molecular Catalysis A: Chemical, 2016, 425, pp.136--146. ⟨10.1016/j.molcata.2016.10.004⟩ |
| ISSN: | 1381-1169 |
| DOI: | 10.1016/j.molcata.2016.10.004⟩ |
| Popis: | International audience; Synthesis of Hoveyda-type ruthenium complexes, modified by pyrene tags on the NHC ligand and/or the benzylidene moiety, is described. Thanks to non-covalent it-err interactions these new complexes were immobilized on carbon supports [reduced graphene oxide (rGO) or graphene] and their activity and recoverability for metatheses reactions have been studied. A SIPr-based complex possessing the pyrene function on the benzylidene ligand (C2) delivered the best results for the ring closing metathesis of diethyldiallyl malonate as benchmark reaction. The presence of additional pyrene-functionalized styrenyl-ether as ligand to the rGO-supported catalyst (C2/L@rGO) noticeably improved the recycling procedure allowing supplementary efficient catalytic runs. This may be due either to a facilitated boomerang effect or to a gradual release of the active species in solution. Finally, catalyst C2/L@rGO was proven to be successfully used to promote metathesis reactions in a multisubstrate procedure, the same supported catalyst batch being successively engaged to transform three different substrates, in diene and ene-yne RCM reactions. |
| Databáze: | OpenAIRE |
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