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Synthesis and Application of Pyrrole-Based PNP–Ir Complexes to Catalytic Transfer Dehydrogenation of Cyclooctane

  • Shin Nakayama
    Shin Nakayama
    Department of Applied Chemistry, Faculty of Science and Engineering, Chuo University, 1-13-27, Kasuga, Bunkyo-ku, 112-8551 Tokyo, Japan
  • Shogo Morisako
    Shogo Morisako
    Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, Aichi 464-8603, Japan
  • , and 
  • Makoto Yamashita*
    Makoto Yamashita
    Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, Aichi 464-8603, Japan
    *E-mail: [email protected]
Cite this: Organometallics 2018, 37, 8, 1304–1313
Publication Date (Web):April 10, 2018
https://doi.org/10.1021/acs.organomet.8b00072
Copyright © 2018 American Chemical Society
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Abstract

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A series of tBu- and iPr-substituted PNP–pincer Ir and Rh complexes with pyrrole-based core were synthesized and characterized. The structures of the obtained complexes were varied depending on the size of alkyl substituents and ligands other than PNP ligand. All of them exhibit low activity toward transfer dehydrogenation of cyclooctane.

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The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.organomet.8b00072.

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Cited By


This article is cited by 13 publications.

  1. Yingying Tian, Theo Maulbetsch, Ronja Jordan, Karl W. Törnroos, Doris Kunz. Synthesis and Reactivity of Cobalt(I) and Iridium(I) Complexes Bearing a Pentadentate N-Homoallyl-Substituted Bis(NHC) Pincer Ligand. Organometallics 2020, 39 (8) , 1221-1229. https://doi.org/10.1021/acs.organomet.0c00018
  2. Sanghamitra Das, Vasudevan Subramaniyan, Ganesan Mani. Nickel(II) and Palladium(II) Complexes Bearing an Unsymmetrical Pyrrole-Based PNN Pincer and Their Norbornene Polymerization Behaviors versus the Symmetrical NNN and PNP Pincers. Inorganic Chemistry 2019, 58 (5) , 3444-3456. https://doi.org/10.1021/acs.inorgchem.8b03562
  3. Yoshiaki Tanabe, Yoshiya Sekiguchi, Hiromasa Tanaka, Asuka Konomi, Kazunari Yoshizawa, Shogo Kuriyama, Yoshiaki Nishibayashi. Preparation and reactivity of molybdenum complexes bearing pyrrole-based PNP-type pincer ligand. Chemical Communications 2020, 56 (51) , 6933-6936. https://doi.org/10.1039/D0CC02852E
  4. Svenja Budweg, Kathrin Junge, Matthias Beller. Catalytic oxidations by dehydrogenation of alkanes, alcohols and amines with defined (non)-noble metal pincer complexes. Catalysis Science & Technology 2020, 10 (12) , 3825-3842. https://doi.org/10.1039/D0CY00699H
  5. Lukas S. Merz, Joachim Ballmann, Lutz H. Gade. Phosphines and N -Heterocycles Joining Forces: an Emerging Structural Motif in PNP-Pincer Chemistry. European Journal of Inorganic Chemistry 2020, 2020 (21) , 2023-2042. https://doi.org/10.1002/ejic.202000206
  6. Alexander Sadimenko. Pyrroles and benzannulated forms. 2020,,, 239-564. https://doi.org/10.1016/B978-0-08-102860-5.00003-1
  7. . Organometallic Chemistry of Five-Membered Heterocycles. 2020,,https://doi.org/
  8. C. Vance Thompson, Zachary J. Tonzetich. Pincer ligands incorporating pyrrolyl units: Versatile platforms for organometallic chemistry and catalysis. 2020,,, 153-240. https://doi.org/10.1016/bs.adomc.2020.04.004
  9. . . 2020,,https://doi.org/
  10. Ryosuke Kawakami, Shogo Kuriyama, Hiromasa Tanaka, Kazuya Arashiba, Asuka Konomi, Kazunari Nakajima, Kazunari Yoshizawa, Yoshiaki Nishibayashi. Catalytic reduction of dinitrogen to tris(trimethylsilyl)amine using rhodium complexes with a pyrrole-based PNP-type pincer ligand. Chemical Communications 2019, 55 (99) , 14886-14889. https://doi.org/10.1039/C9CC06896A
  11. Takeru Kato, Shogo Kuriyama, Kazunari Nakajima, Yoshiaki Nishibayashi. Catalytic C−H Borylation Using Iron Complexes Bearing 4,5,6,7‐Tetrahydroisoindol‐2‐ide‐Based PNP‐Type Pincer Ligand. Chemistry – An Asian Journal 2019, 14 (12) , 2097-2101. https://doi.org/10.1002/asia.201900501
  12. Kanu Das, Akshai Kumar. Alkane dehydrogenation reactions catalyzed by pincer-metal complexes. 2019,,, 1-57. https://doi.org/10.1016/bs.adomc.2019.02.004
  13. . . 2019,,https://doi.org/

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