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Complexes of Platinum Group Elements Containing the Intrinsically Chiral Cyclopentadienide Ligand (CpC)−1
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    Complexes of Platinum Group Elements Containing the Intrinsically Chiral Cyclopentadienide Ligand (CpC)−1
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    • Florian Nährig
      Florian Nährig
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
    • Gerd Gemmecker
      Gerd Gemmecker
      Technische Universität München, BNMRZ, Fakultät für Chemie, Lichtenbergstr. 4, 85748 Garching, Germany
    • Jae-Yeon Chung
      Jae-Yeon Chung
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
    • Patrick Hütchen
      Patrick Hütchen
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
    • Sergej Lauk
      Sergej Lauk
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
      More by Sergej Lauk
    • Matthias P. Klein
      Matthias P. Klein
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
    • Yu Sun
      Yu Sun
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
      More by Yu Sun
    • Gereon Niedner-Schatteburg
      Gereon Niedner-Schatteburg
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
      Research Center OPTIMAS, Erwin-Schrödinger Str. 46, 67663 Kaiserslautern, Germany
    • Helmut Sitzmann
      Helmut Sitzmann
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
    • Werner R. Thiel*
      Werner R. Thiel
      Technische Universität Kaiserslautern, Fachbereich Chemie, Erwin-Schrödinger-Str. 54, 67663 Kaiserslautern, Germany
      *Email: [email protected]
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    Organometallics

    Cite this: Organometallics 2020, 39, 10, 1934–1944
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    https://doi.org/10.1021/acs.organomet.0c00138
    Published May 13, 2020
    Copyright © 2020 American Chemical Society

    Abstract

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    Cyclopentadienide derivatives possessing intrinsic helical chirality have only rarely been published in the past. The ligand CpCH, which is well-accessible from inexpensive dibenzosuberenone, is paradigm for such a ligand. Here, the synthesis as well as the spectroscopic and structural characterization of a series of platinum group metal complexes containing this ligand are presented. While alkaline metal salts of CpCH failed in transferring the (CpC)−1 unit to this type of metal sites, (CpC)Tl turned out to be an excellent precursor for the synthesis of ruthenium ([(η5-CpC)Ru(η6-arene)]PF6, [(η5-CpC)Ru(NCCH3)3)]PF6), rhodium ((η5-CpC)Rh(η4-COD)), and iridium ((η5-CpC)Ir(η4-COD), [(η5-Cp*)Ir(η5-CpC)]PF6) complexes with CpC ligands. EXSY NMR studies were carried out to obtain a deeper insight into the ligand dynamics of CpC complexes.

    Copyright © 2020 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.organomet.0c00138.

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    CCDC 19466971946702 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing [email protected], or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.

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    Cited By

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    This article is cited by 8 publications.

    1. Tereza Edlová, Jiří Rybáček, Hélène Cattey, Jaroslav Vacek, Lucie Bednárová, Pierre Le Gendre, Adrien T. Normand, Irena G. Stará, Ivo Starý. Stereocontrolled Synthesis of Chiral Helicene‐Indenido ansa ‐ and Half‐Sandwich Metal Complexes and Their Use in Catalysis. Angewandte Chemie International Edition 2025, 64 (1) https://doi.org/10.1002/anie.202414698
    2. Tereza Edlová, Jiří Rybáček, Hélène Cattey, Jaroslav Vacek, Lucie Bednárová, Pierre Le Gendre, Adrien T. Normand, Irena G. Stará, Ivo Starý. Stereocontrolled Synthesis of Chiral Helicene‐Indenido ansa ‐ and Half‐Sandwich Metal Complexes and Their Use in Catalysis. Angewandte Chemie 2025, 137 (1) https://doi.org/10.1002/ange.202414698
    3. Florian Nährig, Yu Sun, Werner R. Thiel. Phosphine Functionalized CpC Ligands and Their Metal Complexes. Chemistry 2023, 5 (2) , 912-933. https://doi.org/10.3390/chemistry5020062
    4. Christoph Helling, Stephan Schulz. Gallium, Indium, and Thallium. 2022, 370-406. https://doi.org/10.1016/B978-0-12-820206-7.00126-8
    5. Toshiro Takao, Akiko Inagaki. Mono- and Bis-cyclopentadienyl Complexes of Ruthenium and Osmium. 2022, 294-443. https://doi.org/10.1016/B978-0-12-820206-7.00143-8
    6. Florian Nährig, Nelly Nunheim, Kifah S. M. Salih, Jae‐Yeon Chung, Dominik Gond, Yu Sun, Sabine Becker, Werner R. Thiel. A Novel Cyclopentadienone and its Ruthenium and Iron Tricarbonyl Complexes. European Journal of Inorganic Chemistry 2021, 2021 (46) , 4832-4841. https://doi.org/10.1002/ejic.202100745
    7. Florian Nährig, Sergej Lauk, Yu Sun, Helmut Sitzmann, Werner. R. Thiel. Group IV Metal Dimethylamido Complexes of the Chiral Cyclopentadienyl‐type Ligand (Cp C ) –1. Zeitschrift für anorganische und allgemeine Chemie 2021, 647 (5) , 425-429. https://doi.org/10.1002/zaac.202000271
    8. Andrey V. Kolos, Dmitry S. Perekalin. Synthesis of catalytically active diene and cyclopentadienyl rhodium halide complexes. Mendeleev Communications 2021, 31 (1) , 1-7. https://doi.org/10.1016/j.mencom.2021.01.001

    Organometallics

    Cite this: Organometallics 2020, 39, 10, 1934–1944
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.organomet.0c00138
    Published May 13, 2020
    Copyright © 2020 American Chemical Society

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