Chelation-assisted C-C bond activation of biphenylene by gold(i) halides

被引：7
作者：
Beucher, Helene [1 ]
Schoergenhumer, Johannes [1 ]
Merino, Estibaliz [2 ,3 ]
Nevado, Cristina [1 ]
机构：
[1] Univ Zurich, Dept Chem, Winterthurerstr 190, CH-8057 Zurich, Switzerland
[2] Univ Alcala, Fac Farm, Inst Invest Andres M del Rio IQAR, Dept Quim Organ & Quim Inorgan, Madrid 28805, Spain
[3] Inst Ramon Y Cajal Invest Sanitaria IRYCIS, Ctra Colmenar Viejo,Km 9-100, Madrid 28034, Spain
来源：
CHEMICAL SCIENCE | 2021年 / 12卷 / 45期
基金：
瑞士国家科学基金会;
关键词：
CARBON-CARBON BOND; OXIDATIVE ADDITION; IRIDIUM COMPLEXES; CLEAVAGE; REACTIVITY; CHEMISTRY; DESIGN;
D O I：
10.1039/d1sc03814a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A chelation-assisted oxidative addition of gold(i) into the C-C bond of biphenylene is reported here. The presence of a coordinating group (pyridine, phosphine) in the biphenylene unit enabled the use of readily available gold(i) halide precursors providing a new, straightforward entry towards cyclometalated (N<<^>>C<<^>>C)- and (P<<^>>C)-gold(iii) complexes. Our study, combining spectroscopic and crystallographic data with DFT calculations, showcases the importance of neighboring, weakly coordinating groups towards the successful activation of strained C-C bonds by gold.
引用
收藏
页码：15084 / 15089
页数：6
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  • [1] Structural and Spectroscopic Characterisation of Linearly Coordinated Gold(I) Tribenzylphosphane Complexes
    Ainscough, Eric W.
    Bowmaker, Graham A.
    Brodie, Andrew M.
    Freeman, Graham H.
    Hanna, John V.
    Healy, Peter C.
    Robinson, Ward T.
    Skelton, Brian W.
    Smith, Mark E.
    Sobolev, Alexandre N.
    White, Allan H.
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2010, (13) : 2044 - 2053
  • [2] Mechanistic implications of an asymmetric intermediate in catalytic C-C coupling by a dinuclear nickel complex
    Beck, Robert
    Johnson, Samuel A.
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (32) : 9233 - 9235
  • [3] FORMATION OF GOLD(III)-CARBON SIGMA-BONDS IN BROMINATION OF LINEAR GOLD(I) COMPLEXES OF OLEFINIC TERTIARY PHOSPHINES
    BENNETT, MA
    HOSKINS, K
    KNEEN, WR
    NYHOLM, RS
    HITCHCOC.PB
    MASON, R
    ROBERTSO.GB
    TOWL, DC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (18) : 4591 - &
  • [4] Phosphorescent κ3-(N∧C∧C)-Gold(III) Complexes: Synthesis, Photophysics, Computational Studies and Application to Solution-Processable OLEDs
    Beucher, Helene
    Kumar, Sudhir
    Kumar, Roopender
    Merino, Estibaliz
    Hu, Wei-Hsu
    Stemmler, Gerrit
    Cuesta-Galisteo, Sergio
    Gonzalez, Jorge A.
    Bezinge, Leonard
    Jagielski, Jakub
    Shih, Chih-Jen
    Nevado, Cristina
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (72) : 17604 - 17612
  • [5] Highly Efficient Green Solution Processable Organic Light-Emitting Diodes Based on a Phosphorescent κ3-(N∧C∧C)Gold(III)-Alkynyl Complex
    Beucher, Helene
    Kumar, Sudhir
    Merino, Estibaliz
    Hu, Wei-Hsu
    Stemmler, Gerrit
    Cuesta-Galisteo, Sergio
    Gonzalez, Jorge A.
    Jagielski, Jakub
    Shih, Chih-Jen
    Nevado, Cristina
    [J]. CHEMISTRY OF MATERIALS, 2020, 32 (04) : 1605 - 1611
  • [6] κ3-(N∧C∧C)Gold(III) Carboxylates: Evidence for Decarbonylation Processes
    Beucher, Helene
    Merino, Estibaliz
    Genoux, Alexandre
    Fox, Thomas
    Nevado, Cristina
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (27) : 9064 - 9067
  • [7] Carbon-Phosphorus Coupling from CN Cyclometalated Au Complexes
    Bonsignore, Riccardo
    Thomas, Sophie R.
    Klooster, Wim T.
    Coles, Simon J.
    Jenkins, Robert L.
    Bourissou, Didier
    Barone, Giampaolo
    Casini, Angela
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (19) : 4226 - 4231
  • [8] Isolation of a Low-Coordinate Rhodium Phosphine Complex Formed by C-C Bond Activation of Biphenylene
    Chaplin, Adrian B.
    Tonner, Ralf
    Weller, Andrew S.
    [J]. ORGANOMETALLICS, 2010, 29 (12) : 2710 - 2714
  • [9] "Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation
    Chen, Peng-hao
    Billett, Brent A.
    Tsukamoto, Tatsuhiro
    Dong, Guangbin
    [J]. ACS CATALYSIS, 2017, 7 (02): : 1340 - 1360
  • [10] Synthesis of Hemilabile Cyclic (Alkyl)(amino)carbenes (CAACs) and Applications in Organometallic Chemistry
    Chu, Jiaxiang
    Munz, Dominik
    Jazzar, Rodolphe
    Melaimi, Mohand
    Bertrand, Guy
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (25) : 7884 - 7887
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