Unprecedented B-H Activation Through Pd-Catalysed B-Cvinyl Bond Coupling on Borane Systems

被引:24
|
作者
Farras, Pau [1 ]
Olid-Britos, David [1 ]
Vinas, Clara [1 ]
Teixidor, Francesc [1 ]
机构
[1] Inst Ciencia Mat Barcelona ICMAB CSIC, Bellaterra 08193, Spain
关键词
Cobalt; Palladium; Heck reaction; Cross-coupling; B-C coupling; CARBORANE DERIVATIVES; SUBSTITUTION-REACTIONS; PALLADIUM; IODINATION; BORON; CHEMISTRY; ARYLATION; CRYSTAL; ALKYNES; COBALT;
D O I
10.1002/ejic.201100177
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A Pd-induced cascade B-C-vinyl coupling that produces multiple B-C-vinyl bonds starting from a single B-I bond has been demonstrated. The process is most probably stimulated by the geometrical disposition of the B-H bonds confronting the B-Pd sites, along with the hydride character of the B-H units. Two and one B-C-vinyl couplings on the metallacarborane substrate have been generally obtained, but formation up to six B-C-vinyl bonds has been observed. A theoretical reaction mechanism involving an unprecedented B-H activation is proposed to interpret the multisubstitution process.
引用
收藏
页码:2525 / 2532
页数:8
相关论文
共 50 条
  • [31] Pd-Catalyzed Oxidative Dehydrogenative Cross Coupling of Cage B-H/B-H Bonds at Room Temperature: Synthesis of Bis(o-carborane)s
    Luo, Donghong
    Fu, Yatong
    Lu, Ju-You
    INORGANIC CHEMISTRY, 2022, 61 (35) : 13756 - 13767
  • [32] Cobalt-Promoted B-H and C-H Activation: Facile B-C Coupling of Carboranedithiolate and Cyclopentadienyl
    Zhang, Rui
    Zhu, Lin
    Liu, Guifeng
    Dai, Huimin
    Lu, Zhenzhong
    Zhao, Jianbo
    Yan, Hong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (25) : 10341 - 10344
  • [33] Iridium Catalyzed Selective Arylation of B(3)-H Bond of o-Carborane via B-H/C-H Activation
    Cao, Ke
    Wu, Ji
    Zhang, Cai-Yan
    Ding, Li-Fang
    Yang, Junxiao
    CHEMISTRYSELECT, 2021, 6 (38): : 10178 - 10181
  • [34] MAGNETOOPTICAL PROPERTIES OF B-H BOND - ANALYSIS OF MAGNETOOPTICAL BEHAVIOR OF ADDITION COMPOUNDS FORMED BY TRIALKYLPHOSPHINES AND DIALKYLPHOSPHINES WITH BORANE AND MONOALKYLBORANE
    GALLAIS, F
    LAURENT, JP
    JUGIE, G
    JOURNAL DE CHIMIE PHYSIQUE ET DE PHYSICO-CHIMIE BIOLOGIQUE, 1970, 67 (05) : 934 - &
  • [35] Unprecedented Boron-Functionalized Carborane Derivatives by Facile and Selective Cobalt-Induced B-H Activation
    Wang, Zhaojin
    Ye, Hongde
    Li, Yuguang
    Li, Yizhi
    Yan, Hong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (30) : 11289 - 11298
  • [36] Synthesis and Structure of Amido- and Imido(pentafluorophenyl)borane Zirconocene and Hafnocene Complexes: N-H and B-H Activation
    Jacobs, Elizabeth A.
    Fuller, Anna
    Coles, Simon J.
    Jones, Garth A.
    Tizzard, Graham J.
    Wright, Joseph A.
    Lancaster, Simon J.
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (28) : 8647 - 8658
  • [37] B-H activation and H-H formation: two consecutive heterolytic processes on an osmium-hydrogensulfide bond
    Esteruelas, Miguel A.
    Lopez, Ana M.
    Mora, Malka
    Onate, Enrique
    CHEMICAL COMMUNICATIONS, 2013, 49 (68) : 7543 - 7545
  • [38] Cobalt-induced B-H and C-H Activation Leading to Facile B-C Coupling of Carboranedithiolate and Cyclopentadienyl
    Yan, Hong
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [39] Versatile chemistry of six-membered NHC with boranes: bromination at sp3 borane, activation of the B-H bond of HBpin, and ring expansion of NHC
    Kundu, Gargi
    Dixit, Ruchi
    Tothadi, Srinu
    Vanka, Kumar
    Sen, Sakya S.
    DALTON TRANSACTIONS, 2022, 51 (38) : 14452 - 14457
  • [40] Activation of C-H and B-H bonds through agostic bonding: an ELF/QTAIM insight
    Zins, Emilie-Laure
    Silvi, Bernard
    Alikhani, M. Esmail
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2015, 17 (14) : 9258 - 9281