Cycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands: Flexibility and dissymmetry in ruthenium-catalysed olefin metathesis

dc.contributor.authorRouen, Mathieu
dc.contributor.authorBorré, Etienne
dc.contributor.authorFalivene, Laura
dc.contributor.authorToupet, Loïc J.
dc.contributor.authorBerthod, Mikaël
dc.contributor.authorCavallo, Luigi
dc.contributor.authorOlivier-Bourbigou, Hélène
dc.contributor.authorMauduit, Marc
dc.contributor.departmentChemical Science Program
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.contributor.institutionEcole Natl Super Chim Rennes, CNRS, UMR 6226, OMC Team, F-35708 Rennes 7, France
dc.contributor.institutionUniv Salerno, Dipartimento Chim, I-84084 Fisciano, SA, Italy
dc.contributor.institutionUniv Rennes 1, Inst Phys Rennes, CNRS, UMR 6251, F-35042 Rennes, France
dc.contributor.institutionIFP Energies Nouvelles, F-69360 Solaize, France
dc.date.accessioned2015-08-03T11:37:51Z
dc.date.available2015-08-03T11:37:51Z
dc.date.issued2014
dc.description.abstractAir-stable Ru-indenylidene and Hoveyda-type complexes bearing new unsymmetrical unsaturated N-heterocyclic carbene (U2-NHC) ligands combining a mesityl unit and a flexible cycloalkyl moiety as N-substituents were synthesised. Structural features, chemical stabilities and catalytic profiles in olefin metathesis of this new library of cycloalkyl-based U2-NHC Ru complexes were studied and compared with their unsymmetrical saturated NHC-Ru homologues as well as a set of commercially available Ru-catalysts bearing either symmetrical SIMes or IMes NHC ligands. © 2014 the Partner Organisations.
dc.description.sponsorshipThis work was financed by the European Community through the seventh framework program (CP-FP 211468-2 EUMET, grant to MR, LF and EB). MM thanks the Agence Nationale de la Recherche (grant ANR-12-CD2I-0002 CFLOW-OM), Rennes Metropole and the Region-Bretagne for their financial support concerning the development of Ru-based complexes. Dr O. Basle and C. Crevisy are gratefully acknowledged for their helpful discussion.
dc.identifier.citationRouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). Cycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands: flexibility and dissymmetry in ruthenium-catalysed olefin metathesis. Dalton Trans., 43(19), 7044–7049. doi:10.1039/c4dt00142g
dc.identifier.doi10.1039/c4dt00142g
dc.identifier.issn14779226
dc.identifier.journalDalton Transactions
dc.identifier.urihttp://hdl.handle.net/10754/563192
dc.publisherRoyal Society of Chemistry (RSC)
dc.relation.issupplementedbyDOI:10.5517/ccx9plg
dc.relation.issupplementedbyDOI:10.5517/ccyfdlb
dc.relation.issupplementedbyDOI:10.5517/ccywd4b
dc.titleCycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands: Flexibility and dissymmetry in ruthenium-catalysed olefin metathesis
dc.typeArticle
display.details.left<span><h5>Type</h5>Article<br><br><h5>Authors</h5><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.author=Rouen, Mathieu,equals">Rouen, Mathieu</a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.author=Borré, Etienne,equals">Borré, Etienne</a><br><a href="https://repository.kaust.edu.sa/search?query=orcid.id:0000-0003-1509-6191&spc.sf=dc.date.issued&spc.sd=DESC">Falivene, Laura</a> <a href="https://orcid.org/0000-0003-1509-6191" target="_blank"><img src="https://repository.kaust.edu.sa/server/api/core/bitstreams/82a625b4-ed4b-40c8-865a-d6a5225a26a4/content" width="16" height="16"/></a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.author=Toupet, Loïc J.,equals">Toupet, Loïc J.</a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.author=Berthod, Mikaël,equals">Berthod, Mikaël</a><br><a href="https://repository.kaust.edu.sa/search?query=orcid.id:0000-0002-1398-338X&spc.sf=dc.date.issued&spc.sd=DESC">Cavallo, Luigi</a> <a href="https://orcid.org/0000-0002-1398-338X" target="_blank"><img src="https://repository.kaust.edu.sa/server/api/core/bitstreams/82a625b4-ed4b-40c8-865a-d6a5225a26a4/content" width="16" height="16"/></a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.author=Olivier-Bourbigou, Hélène,equals">Olivier-Bourbigou, Hélène</a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.author=Mauduit, Marc,equals">Mauduit, Marc</a><br><br><h5>KAUST Department</h5><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.department=Chemical Science Program,equals">Chemical Science Program</a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.department=KAUST Catalysis Center (KCC),equals">KAUST Catalysis Center (KCC)</a><br><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.department=Physical Science and Engineering (PSE) Division,equals">Physical Science and Engineering (PSE) Division</a><br><br><h5>Date</h5>2014</span>
display.details.right<span><h5>Abstract</h5>Air-stable Ru-indenylidene and Hoveyda-type complexes bearing new unsymmetrical unsaturated N-heterocyclic carbene (U2-NHC) ligands combining a mesityl unit and a flexible cycloalkyl moiety as N-substituents were synthesised. Structural features, chemical stabilities and catalytic profiles in olefin metathesis of this new library of cycloalkyl-based U2-NHC Ru complexes were studied and compared with their unsymmetrical saturated NHC-Ru homologues as well as a set of commercially available Ru-catalysts bearing either symmetrical SIMes or IMes NHC ligands. © 2014 the Partner Organisations.<br><br><h5>Citation</h5>Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). Cycloalkyl-based unsymmetrical unsaturated (U2)-NHC ligands: flexibility and dissymmetry in ruthenium-catalysed olefin metathesis. Dalton Trans., 43(19), 7044–7049. doi:10.1039/c4dt00142g<br><br><h5>Acknowledgements</h5>This work was financed by the European Community through the seventh framework program (CP-FP 211468-2 EUMET, grant to MR, LF and EB). MM thanks the Agence Nationale de la Recherche (grant ANR-12-CD2I-0002 CFLOW-OM), Rennes Metropole and the Region-Bretagne for their financial support concerning the development of Ru-based complexes. Dr O. Basle and C. Crevisy are gratefully acknowledged for their helpful discussion.<br><br><h5>Publisher</h5><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.publisher=Royal Society of Chemistry (RSC),equals">Royal Society of Chemistry (RSC)</a><br><br><h5>Journal</h5><a href="https://repository.kaust.edu.sa/search?spc.sf=dc.date.issued&spc.sd=DESC&f.journal=Dalton Transactions,equals">Dalton Transactions</a><br><br><h5>DOI</h5><a href="https://doi.org/10.1039/c4dt00142g">10.1039/c4dt00142g</a><br><br><h5>Relations</h5><b> Is Supplemented By:</b> <br/> <ul><li><i>[Dataset]</i> <br/> Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). CCDC 843466: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccx9plg. DOI: <a href="https://doi.org/10.5517/ccx9plg">10.5517/ccx9plg</a> HANDLE: <a href="http://hdl.handle.net/10754/624657">10754/624657</a></li><li><i>[Dataset]</i> <br/> Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). CCDC 876822: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccyfdlb. DOI: <a href="https://doi.org/10.5517/ccyfdlb">10.5517/ccyfdlb</a> HANDLE: <a href="http://hdl.handle.net/10754/624691">10754/624691</a></li><li><i>[Dataset]</i> <br/> Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). CCDC 890262: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccywd4b. DOI: <a href="https://doi.org/10.5517/ccywd4b">10.5517/ccywd4b</a> HANDLE: <a href="http://hdl.handle.net/10754/624729">10754/624729</a></li></ul></span>
display.relations<b> Is Supplemented By:</b> <br/> <ul><li><i>[Dataset]</i> <br/> Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). CCDC 843466: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccx9plg. DOI: <a href="https://doi.org/10.5517/ccx9plg">10.5517/ccx9plg</a> HANDLE: <a href="http://hdl.handle.net/10754/624657">10754/624657</a></li><li><i>[Dataset]</i> <br/> Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). CCDC 876822: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccyfdlb. DOI: <a href="https://doi.org/10.5517/ccyfdlb">10.5517/ccyfdlb</a> HANDLE: <a href="http://hdl.handle.net/10754/624691">10754/624691</a></li><li><i>[Dataset]</i> <br/> Rouen, M., Borré, E., Falivene, L., Toupet, L., Berthod, M., Cavallo, L., … Mauduit, M. (2014). CCDC 890262: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccywd4b. DOI: <a href="https://doi.org/10.5517/ccywd4b">10.5517/ccywd4b</a> HANDLE: <a href="http://hdl.handle.net/10754/624729">10754/624729</a></li></ul>
kaust.personCavallo, Luigi
orcid.authorRouen, Mathieu
orcid.authorBorré, Etienne
orcid.authorFalivene, Laura::0000-0003-1509-6191
orcid.authorToupet, Loïc J.
orcid.authorBerthod, Mikaël
orcid.authorCavallo, Luigi::0000-0002-1398-338X
orcid.authorOlivier-Bourbigou, Hélène
orcid.authorMauduit, Marc
orcid.id0000-0002-1398-338X
orcid.id0000-0003-1509-6191
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