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    Synthesis, characterization, and reactivity of furan- and thiophene-functionalized bis(n-heterocyclic carbene) complexes of iron(II)

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    Type
    Article
    Authors
    Rieb, Julia
    Raba, Andreas
    Haslinger, Stefan
    Kaspar, Manuel
    Pöthig, Alexander
    Cokoja, Mirza
    Basset, Jean-Marie cc
    Kühn, Fritz
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2014-09-04
    Online Publication Date
    2014-09-04
    Print Publication Date
    2014-09-15
    Permanent link to this record
    http://hdl.handle.net/10754/563759
    
    Metadata
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    Abstract
    The synthesis of iron(II) complexes bearing new heteroatom-functionalized methylene-bridged bis(N-heterocyclic carbene) ligands is reported. All complexes are characterized by single-crystal X-ray diffraction (SC-XRD), nuclear magnetic resonance (NMR) spectroscopy, and elemental analysis. Tetrakis(acetonitrile)-cis-[bis(o-imidazol-2-ylidenefuran)methane]iron(II) hexafluorophosphate (2a) and tetrakis(acetonitrile)-cis-[bis(o-imidazol-2-ylidenethiophene)methane]iron(II) hexafluorophosphate (2b) were obtained by aminolysis of [Fe{N(SiMe3)2}2(THF)] with furan- and thiophene-functionalized bis(imidazolium) salts 1a and 1b in acetonitrile. The SC-XRD structures of 2a and 2b show coordination of the bis(carbene) ligand in a bidentate fashion instead of a possible tetradentate coordination. The four other coordination sites of these distorted octahedral complexes are occupied by acetonitrile ligands. Crystallization of 2a in an acetone solution by the slow diffusion of Et2O led to the formation of cisdiacetonitriledi[ bis(o-imidazol-2-ylidenefuran)methane]iron(II) hexafluorophosphate (3a) with two bis(carbene) ligands coordinated in a bidentate manner and two cis-positioned acetonitrile molecules. Compounds 2a and 2b are the first reported iron(II) carbene complexes with four coordination sites occupied by solvent molecules, and it was demonstrated that those solvent ligands can undergo ligand-exchange reactions.
    Citation
    Rieb, J., Raba, A., Haslinger, S., Kaspar, M., Pöthig, A., Cokoja, M., … Kühn, F. E. (2014). Synthesis, Characterization, and Reactivity of Furan- and Thiophene-Functionalized Bis(N-heterocyclic carbene) Complexes of Iron(II). Inorganic Chemistry, 53(18), 9598–9606. doi:10.1021/ic500959m
    Sponsors
    The authors gratefully acknowledge support and funding from the KAUST, the EU project Next-GTL, and the Technische Universitat Munchen Graduate School. J.R. thanks the Studienstiftung des deutschen Volkes for financial support.
    Publisher
    American Chemical Society (ACS)
    Journal
    Inorganic Chemistry
    DOI
    10.1021/ic500959m
    Relations
    Is Supplemented By:
    • [Dataset]
      Rieb, J., Raba, A., Haslinger, S., Kaspar, M., Pöthig, A., Cokoja, M., … Kühn, F. E. (2015). CCDC 997387: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12gvs5. DOI: 10.5517/cc12gvs5 HANDLE: 10754/624312
    • [Dataset]
      Rieb, J., Raba, A., Haslinger, S., Kaspar, M., Pöthig, A., Cokoja, M., … Kühn, F. E. (2015). CCDC 997388: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12gvt6. DOI: 10.5517/cc12gvt6 HANDLE: 10754/624313
    • [Dataset]
      Rieb, J., Raba, A., Haslinger, S., Kaspar, M., Pöthig, A., Cokoja, M., … Kühn, F. E. (2015). CCDC 997389: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12gvv7. DOI: 10.5517/cc12gvv7 HANDLE: 10754/624314
    • [Dataset]
      Rieb, J., Raba, A., Haslinger, S., Kaspar, M., Pöthig, A., Cokoja, M., … Kühn, F. E. (2015). CCDC 997386: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12gvr4. DOI: 10.5517/cc12gvr4 HANDLE: 10754/624311
    ae974a485f413a2113503eed53cd6c53
    10.1021/ic500959m
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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