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Synthesis of (Multi)Silylalkynyl-Substituted Silsesquioxanes Obtained via Silylative Coupling Reaction
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    Synthesis of (Multi)Silylalkynyl-Substituted Silsesquioxanes Obtained via Silylative Coupling Reaction
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    • Monika Rzonsowska
      Monika Rzonsowska
      Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland
      Centre for Advanced Technologies, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614 Poznań, Poland
    • Kinga Zmudzińska
      Kinga Zmudzińska
      Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland
    • Julia Duszczak
      Julia Duszczak
      Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland
    • Katarzyna Mituła
      Katarzyna Mituła
      Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland
    • Beata Dudziec*
      Beata Dudziec
      Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland
      Centre for Advanced Technologies, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614 Poznań, Poland
      *E-mail: [email protected]
    • Patrycja Żak
      Patrycja Żak
      Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland
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    Organometallics

    Cite this: Organometallics 2020, 39, 1, 74–79
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    https://doi.org/10.1021/acs.organomet.9b00630
    Published December 30, 2019
    Copyright © 2019 American Chemical Society

    Abstract

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    In the view of the fact that catalytic routes to design functionalized silsesquioxanes are currently of high importance, herein we report the effective functionalization procedure to obtain mono-, di-, and tetrasilylalkynyl-substituted silsesquioxanes of cubic T8 and DDSQ type. The synthetic methodology is based on Ru-hydride complex that turned out to be an efficient catalyst for silylative coupling of ethynylsiloxysubstituted silsesquioxanes with vinylsilanes resulted in their silylalkynyl analogues. The ethynylsiloxysubstituted double-decker silsesquioxanes have been noted to be reactive in this process for the first time. A series of novel compounds were obtained, isolated, and characterized. Due to the presence of silylalkynyl moieties, they constitute an interesting family of Si–O–Si-based unique structures with potential applications.

    Copyright © 2019 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.9b00630.

    • Detailed description of materials, methods, experimental procedures, analytical data, and NMR spectra of the compounds obtained (PDF)

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    This article is cited by 5 publications.

    1. Yujia Liu, Mana Kigure, Kyoka Koizumi, Nobuhiro Takeda, Masafumi Unno, Armelle Ouali. Synthesis of Tetrachloro, Tetraiodo, and Tetraazido Double-Decker Siloxanes. Inorganic Chemistry 2020, 59 (20) , 15478-15486. https://doi.org/10.1021/acs.inorgchem.0c02515
    2. Joanna Kaźmierczak, Dariusz Lewandowski, Grzegorz Hreczycho. B(C6F5)3-Catalyzed Dehydrocoupling of POSS Silanols with Hydrosilanes: A Metal-Free Strategy for Effecting Functionalization of Silsesquioxanes. Inorganic Chemistry 2020, 59 (13) , 9206-9214. https://doi.org/10.1021/acs.inorgchem.0c01125
    3. Magdalena Grzelak, Rafał Januszewski, Bogdan Marciniec. Synthesis and Hydrosilylation of Vinyl-Substituted Open-Cage Silsesquioxanes with Phenylsilanes: Regioselective Synthesis of Trifunctional Silsesquioxanes. Inorganic Chemistry 2020, 59 (11) , 7830-7840. https://doi.org/10.1021/acs.inorgchem.0c00947
    4. Krzysztof Kuciński. Synthesis of Alkynylsilanes: A Review of the State of the Art. Advanced Synthesis & Catalysis 2024, 366 (11) , 2382-2431. https://doi.org/10.1002/adsc.202400318
    5. Yuichiro Mutoh, Kensuke Yamamoto, Yusei Mohara, Shinichi Saito. ( Z )‐Selective Hydrosilylation and Hydroboration of Terminal Alkynes Enabled by Ruthenium Complexes with an N‐Heterocyclic Carbene Ligand. The Chemical Record 2021, 21 (12) , 3429-3441. https://doi.org/10.1002/tcr.202100083

    Organometallics

    Cite this: Organometallics 2020, 39, 1, 74–79
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.organomet.9b00630
    Published December 30, 2019
    Copyright © 2019 American Chemical Society

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