Recent Advances in Transition Metal-Catalyzed Selective B-H Functionalization of o-Carboranes

被引:69
作者
Au, Yik Ki
Xie, Zuowei [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
o-Carborane; Boron; B-H functionalization;
D O I
10.1246/bcsj.20200366
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Carboranes are a class of carbon-boron molecular clusters, possessing extraordinary characteristics including three-dimensional aromaticity conjugated by sigma-bonds, icosahedral geometry and inherent robustness. They are finding growing applications as valuable building blocks in boron neutron capture therapy agents, pharmacophores, nanomaterials, optoelectronic, organometallic/coordination chemistry and more. Therefore, the effective and controlled functionalization of carboranes has attracted enormous research interests, particularly in regio- and enantio-selective cage BH derivatization among ten chemically similar BH vertices of o-carboranes. Only in the recent few years, significant progress has been made in transition metal catalyzed vertex-specific BH functionalization. This review summarizes recent advances in this research realm.
引用
收藏
页码:879 / 899
页数:21
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共 154 条
  • [91] Palladium-Catalyzed Selective Fluorination of o-Carboranes
    Qiu, Zaozao
    Quan, Yangjian
    Xie, Zuowei
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (33) : 12192 - 12195
  • [92] Transition Metal-Carboryne Complexes: Synthesis, Bonding, and Reactivity
    Qiu, Zaozao
    Ren, Shikuo
    Xie, Zuowei
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2011, 44 (04) : 299 - 309
  • [93] Controlled functionalization of o-carborane via transition metal catalyzed B-H activation
    Quan, Yangjian
    Xie, Zuowei
    [J]. CHEMICAL SOCIETY REVIEWS, 2019, 48 (13) : 3660 - 3673
  • [94] Transition-Metal-Catalyzed Selective Cage B-H Functionalization of o-Carboranes
    Quan, Yangjian
    Qiu, Zaozao
    Xie, Zuowei
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (12) : 2795 - 2805
  • [95] Dehydrogenative cross-coupling of o-carborane with thiophenes via Ir-catalyzed regioselective cage B-H and C(sp2)-H activation
    Quan, Yangjian
    Lyu, Hairong
    Xie, Zuowei
    [J]. CHEMICAL COMMUNICATIONS, 2017, 53 (35) : 4818 - 4821
  • [96] Palladium catalyzed regioselective B-C(sp) coupling via direct cage B-H activation: synthesis of B(4)-alkynylated o-carboranes
    Quan, Yangjian
    Tang, Cen
    Xie, Zuowei
    [J]. CHEMICAL SCIENCE, 2016, 7 (09) : 5838 - 5845
  • [97] Palladium-Catalyzed Regioselective Diarylation of o-Carboranes By Direct Cage B-H Activation
    Quan, Yangjian
    Xie, Zuowei
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (04) : 1295 - 1298
  • [98] Palladium-Catalyzed Regioselective Intramolecular Coupling of o-Carborane with Aromatics via Direct Cage B-H Activation
    Quan, Yangjian
    Xie, Zuowei
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (10) : 3502 - 3505
  • [99] Transition-Metal-Mediated Three-Component Cascade Cyclization: Selective Cage B-C(sp2) Coupling of Carborane with Aromatics and Synthesis of Carborane-Fused Tricyclics
    Quan, Yangjian
    Qiu, Zaozao
    Xie, Zuowei
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (21) : 7599 - 7602
  • [100] Recent advances in copper-mediated chelation-assisted functionalization of unactivated C-H bonds
    Rao, Wei-Hao
    Shi, Bing-Feng
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2016, 3 (08): : 1028 - 1047