Cationic bis-N-heterocyclic carbene (NHC) ruthenium complex: Structure and application as latent catalyst in olefin metathesis

Handle URI:
http://hdl.handle.net/10754/575611
Title:
Cationic bis-N-heterocyclic carbene (NHC) ruthenium complex: Structure and application as latent catalyst in olefin metathesis
Authors:
Rouen, Mathieu; Queval, Pierre; Falivene, Laura ( 0000-0003-1509-6191 ) ; Allard, Jessica; Toupet, Loïc J.; Crévisy, Christophe; Caïjo, Frédéric; Baslé, Olivier; Cavallo, Luigi ( 0000-0002-1398-338X ) ; Mauduit, Marc
Abstract:
An unexpected cationic bis-N-heterocyclic carbene (NHC) benzylidene ether based ruthenium complex (2 a) was prepared through the double incorporation of an unsymmetrical unsaturated N-heterocyclic carbene (U2-NHC) ligand that bore an N-substituted cyclododecyl side chain. The isolation and full characterization (including X-ray diffraction studies) of key synthetic intermediates along with theoretical calculations allowed us to understand the mechanism of the overall cationization process. Finally, the newly developed complex 2 a displayed interesting latent behavior during ring-closing metathesis, which could be "switched on" under acidic conditions.
KAUST Department:
KAUST Catalysis Center (KCC); Chemical Science Program
Publisher:
Wiley-Blackwell
Journal:
Chemistry - A European Journal
Issue Date:
11-Sep-2014
DOI:
10.1002/chem.201403934
Type:
Article
ISSN:
09476539
Sponsors:
M.M. thanks Rennes Metropole (grant to P.Q.) and the ANR C-Flow-OM (12-CD2I-0002).
Is Supplemented By:
Rouen, M., Queval, P., Falivene, L., Allard, J., Toupet, L., Crévisy, C., … Mauduit, M. (2015). CCDC 992954: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12b7sf; DOI:10.5517/cc12b7sf; HANDLE:http://hdl.handle.net/10754/624309; Rouen, M., Queval, P., Falivene, L., Allard, J., Toupet, L., Crévisy, C., … Mauduit, M. (2015). CCDC 906512: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cczf9b0; DOI:10.5517/cczf9b0; HANDLE:http://hdl.handle.net/10754/624756; Rouen, M., Queval, P., Falivene, L., Allard, J., Toupet, L., Crévisy, C., … Mauduit, M. (2015). CCDC 906511: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cczf99z; DOI:10.5517/cczf99z; HANDLE:http://hdl.handle.net/10754/624755
Appears in Collections:
Articles; Chemical Science Program; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorRouen, Mathieuen
dc.contributor.authorQueval, Pierreen
dc.contributor.authorFalivene, Lauraen
dc.contributor.authorAllard, Jessicaen
dc.contributor.authorToupet, Loïc J.en
dc.contributor.authorCrévisy, Christopheen
dc.contributor.authorCaïjo, Frédéricen
dc.contributor.authorBaslé, Olivieren
dc.contributor.authorCavallo, Luigien
dc.contributor.authorMauduit, Marcen
dc.date.accessioned2015-08-24T08:34:10Zen
dc.date.available2015-08-24T08:34:10Zen
dc.date.issued2014-09-11en
dc.identifier.issn09476539en
dc.identifier.doi10.1002/chem.201403934en
dc.identifier.urihttp://hdl.handle.net/10754/575611en
dc.description.abstractAn unexpected cationic bis-N-heterocyclic carbene (NHC) benzylidene ether based ruthenium complex (2 a) was prepared through the double incorporation of an unsymmetrical unsaturated N-heterocyclic carbene (U2-NHC) ligand that bore an N-substituted cyclododecyl side chain. The isolation and full characterization (including X-ray diffraction studies) of key synthetic intermediates along with theoretical calculations allowed us to understand the mechanism of the overall cationization process. Finally, the newly developed complex 2 a displayed interesting latent behavior during ring-closing metathesis, which could be "switched on" under acidic conditions.en
dc.description.sponsorshipM.M. thanks Rennes Metropole (grant to P.Q.) and the ANR C-Flow-OM (12-CD2I-0002).en
dc.publisherWiley-Blackwellen
dc.subjectcarbenesen
dc.subjectcationsen
dc.subjectmetathesisen
dc.subjectolefinationen
dc.subjectrutheniumen
dc.titleCationic bis-N-heterocyclic carbene (NHC) ruthenium complex: Structure and application as latent catalyst in olefin metathesisen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentChemical Science Programen
dc.identifier.journalChemistry - A European Journalen
dc.contributor.institutionEcole Natl Super Chim Rennes, CNRS, UMR 6626, F-35708 Rennes 7, Franceen
dc.contributor.institutionUniv Rennes 1, CNRS, UMR 6251, Inst Phys Rennes, F-35042 Rennes, Franceen
dc.contributor.institutionOmegaCat Syst, F-35708 Rennes 7, Franceen
dc.contributor.institutionUniv Salerno, Dipartimento Chim & Biol, I-84084 Fisciano, Italyen
kaust.authorFalivene, Lauraen
kaust.authorCavallo, Luigien
dc.relation.isSupplementedByRouen, M., Queval, P., Falivene, L., Allard, J., Toupet, L., Crévisy, C., … Mauduit, M. (2015). CCDC 992954: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12b7sfen
dc.relation.isSupplementedByDOI:10.5517/cc12b7sfen
dc.relation.isSupplementedByHANDLE:http://hdl.handle.net/10754/624309en
dc.relation.isSupplementedByRouen, M., Queval, P., Falivene, L., Allard, J., Toupet, L., Crévisy, C., … Mauduit, M. (2015). CCDC 906512: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cczf9b0en
dc.relation.isSupplementedByDOI:10.5517/cczf9b0en
dc.relation.isSupplementedByHANDLE:http://hdl.handle.net/10754/624756en
dc.relation.isSupplementedByRouen, M., Queval, P., Falivene, L., Allard, J., Toupet, L., Crévisy, C., … Mauduit, M. (2015). CCDC 906511: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cczf99zen
dc.relation.isSupplementedByDOI:10.5517/cczf99zen
dc.relation.isSupplementedByHANDLE:http://hdl.handle.net/10754/624755en
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