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    Impact of electronic modification of the chelating benzylidene ligand in cis-dichloro-configured second-generation olefin metathesis catalysts on their activity

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    Type
    Article
    Authors
    Pump, Eva cc
    Poater, Albert cc
    Zirngast, Michaela
    Torvisco, Ana
    Fischer, Roland C.
    Cavallo, Luigi cc
    Slugovc, Christian
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2014-05-27
    Online Publication Date
    2014-05-27
    Print Publication Date
    2014-06-09
    Permanent link to this record
    http://hdl.handle.net/10754/563594
    
    Metadata
    Show full item record
    Abstract
    A series of electronically modified second-generation cis-dichloro ruthenium ester chelating benzylidene complexes was prepared, characterized, and benchmarked in a typical ring-opening metathesis polymerization (ROMP) experiment. The electronic tuning of the parent chelating benzylidene ligand (2-ethyl ester benzylidene) was achieved by substitution at the 4- and 5-positions with electron-withdrawing nitro or electron-donating methoxy groups. The effect of the electronic tuning on the cis-trans isomerization process was studied experimentally and theoretically. Density functional theory calculations clearly revealed the influence of electronic modification on the relative stability between the cis and trans isomers, which is decisive for the activity of the studied compounds as initiators in ROMP. © 2014 American Chemical Society.
    Citation
    Pump, E., Poater, A., Zirngast, M., Torvisco, A., Fischer, R., Cavallo, L., & Slugovc, C. (2014). Impact of Electronic Modification of the Chelating Benzylidene Ligand in cis-Dichloro-Configured Second-Generation Olefin Metathesis Catalysts on Their Activity. Organometallics, 33(11), 2806–2813. doi:10.1021/om500315t
    Sponsors
    E.P. gratefully acknowledges the receipt of the "Chemical Monthly Fellowship" financed by Springer Verlag, the Austrian Academy of Sciences (OAW), and the Gesellschaft Osterreichischer Chemiker (GOCH). A.P. thanks the Spanish MICINN for a Ramon y Cajal contract (RYC-2009-05226) and the European Commission for a Career Integration Grant (CIG09-GA-2011-293900).
    Publisher
    American Chemical Society (ACS)
    Journal
    Organometallics
    DOI
    10.1021/om500315t
    Relations
    Is Supplemented By:
    • [Dataset]
      Pump, E., Poater, A., Zirngast, M., Torvisco, A., Fischer, R., Cavallo, L., & Slugovc, C. (2014). CCDC 977279: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc11sy4x. DOI: 10.5517/cc11sy4x HANDLE: 10754/624297
    • [Dataset]
      Pump, E., Poater, A., Zirngast, M., Torvisco, A., Fischer, R., Cavallo, L., & Slugovc, C. (2014). CCDC 977280: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc11sy5y. DOI: 10.5517/cc11sy5y HANDLE: 10754/624298
    • [Dataset]
      Pump, E., Poater, A., Zirngast, M., Torvisco, A., Fischer, R., Cavallo, L., & Slugovc, C. (2014). CCDC 977278: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc11sy3w. DOI: 10.5517/cc11sy3w HANDLE: 10754/624296
    ae974a485f413a2113503eed53cd6c53
    10.1021/om500315t
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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