Cobalt-catalyzed dehydrogenative cross-coupling reaction: Selective access to dihydrosiloxanes, hydrosiloxanes and functionalized silsesquioxanes

被引:12
|
作者
Szafoni, Ewelina [1 ]
Kucinski, Krzysztof [1 ]
Hreczycho, Grzegorz [1 ]
机构
[1] Adam Mickiewicz Univ, Fac Chem, Uniwersytetu Poznanskiego St 8, PL-61614 Poznan, Poland
关键词
Cobalt; Silsesquioxanes; Siloxanes; Silanols; Hydrosilanes; Dehydrogenative coupling; UNSYMMETRICAL SILOXANES; CARBON-DIOXIDE; PINCER COMPLEXES; POSS SILANOLS; O-METALATION; HYDROGENATION; SILYLATION; REDUCTION; EFFICIENT; ALCOHOLS;
D O I
10.1016/j.jcat.2023.04.013
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Disclosed is a mild, scalable, and chemoselective cross-dehydrogenative functionalization protocol for the construction of Si-O-Si moieties under cobalt catalysis. The reaction has a broad scope and can be used to synthesize a wide range of silicon building blocks, including challenging dihydrosiloxanes and func-tionalized silsesquioxanes. Most importantly, the results are placed into context by benchmarking with state-of-the-art methods. Remarkably, the utilized PNP-Co catalyst enables the development of further synthetic strategies such as a one-pot sequential silanolysis/alcoholysis process or unprecedented dehy-drocoupling reaction between germanol and hydrosilane.(c) 2023 The Author(s). Published by Elsevier Inc. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
引用
收藏
页码:1 / 9
页数:9
相关论文
共 50 条
  • [1] Highly Selective Synthesis of Hydrosiloxanes by Au-Catalyzed Dehydrogenative Cross-Coupling Reaction of Silanols with Hydrosilanes
    Satoh, Yasushi
    Igarashi, Masayasu
    Sato, Kazuhiko
    Shimada, Shigeru
    [J]. ACS CATALYSIS, 2017, 7 (03): : 1836 - 1840
  • [2] Cobalt-Catalyzed C-H Thiolation through Dehydrogenative Cross-Coupling
    Gensch, Tobias
    Klauck, Felix J. R.
    Glorius, Frank
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (37) : 11287 - 11291
  • [3] Cobalt-catalyzed cross-coupling reactions
    Gosmini, Corinne
    Begouin, Jeanne-Marie
    Moncomble, Aurelien
    [J]. CHEMICAL COMMUNICATIONS, 2008, (28) : 3221 - 3233
  • [4] Cobalt-Catalyzed Cross-Coupling Reactions
    Cahiez, Gerard
    Moyeux, Alban
    [J]. CHEMICAL REVIEWS, 2010, 110 (03) : 1435 - 1462
  • [5] Cobalt-catalyzed cross-coupling reaction of chloropyridines with Grignard reagents
    Ohmiya, H
    Yorimitsu, H
    Oshima, K
    [J]. CHEMISTRY LETTERS, 2004, 33 (10) : 1240 - 1241
  • [6] Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reaction in Water by Visible Light
    Wu, Cheng-Juan
    Zhong, Jian-Ji
    Meng, Qing-Yuan
    Lei, Tao
    Gao, Xue-Wang
    Tung, Chen-Ho
    Wu, Li-Zhu
    [J]. ORGANIC LETTERS, 2015, 17 (04) : 884 - 887
  • [7] Cobalt-catalyzed cross-coupling reaction of arylzinc reagents with ethyl bromodifluoroacetate
    Araki, Keisuke
    Inoue, Munenori
    [J]. TETRAHEDRON, 2013, 69 (19) : 3913 - 3918
  • [8] Cobalt-Catalyzed Cross-Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
    Lutter, Ferdinand H.
    Grokenberger, Lucie
    Spiess, Philipp
    Hammann, Jeffrey M.
    Karaghiosoff, Konstantin
    Knochel, Paul
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (14) : 5546 - 5550
  • [9] Cobalt-Catalyzed Cross-Coupling of Functionalized Alkylzinc Reagents with (Hetero)Aryl Halides
    Lutter, Ferdinand H.
    Grokenberger, Lucie
    Spieβ, Philipp
    Hammann, Jeffrey M.
    Karaghiosoff, Konstantin
    Knochel, Paul
    [J]. Advanced Materials, 2020, 132 (14) : 5591 - 5595
  • [10] Cobalt-catalyzed highly selective hydroxylation of organohydrosilanes and hydrosiloxanes
    Guo, Peng
    Cheng, Ling-Chao
    He, Xinglei
    Ye, Ke-Yin
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (21): : 5802 - 5807