C-H activation-annulation on the N-heterocyclic carbene platform

被引:36
|
作者
Dutta, Champak [1 ]
Choudhury, Joyanta [1 ]
机构
[1] Indian Inst Sci Educ & Res Bhopal, Organometall & Smart Mat Lab, Bhopal 462066, India
来源
RSC ADVANCES | 2018年 / 8卷 / 49期
关键词
RH(III)-CATALYZED OXIDATIVE ANNULATION; ROLLOVER CYCLOMETALATION; BOND ACTIVATION; MECHANISTIC INSIGHTS; METAL-COMPLEXES; NHC LIGANDS; RHODIUM; FUNCTIONALIZATION; PATHWAY; SALTS;
D O I
10.1039/c8ra03799j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ring-fused cationic N-heterocycles are an important class of organic compounds recognized to be of significant interest in diverse research areas including bioactivity, materials chemistry, supramolecular chemistry, etc. Toward the synthesis of such molecules, recently unique chemistry has been explored utilizing a novel conjugative action of NHC ligands as a functionalizable directing group in rhodium(III)-catalyzed aromatic/heteroaromatic/non-aromatic C-H activation and subsequent annulation of various imidazolium salts with internal alkynes. This review highlights the initial development and underscores the potential of this chemistry.
引用
收藏
页码:27881 / 27891
页数:11
相关论文
共 50 条
  • [1] N-Heterocyclic Carbene Complexes in C-H Activation Reactions
    Zhao, Qun
    Meng, Guangrong
    Nolan, Steven P.
    Szostak, Michal
    CHEMICAL REVIEWS, 2020, 120 (04) : 1981 - 2048
  • [2] C-H activation with N-heterocyclic carbene complexes of iridium and rhodium
    Danopoulos, AA
    Winston, S
    Hursthouse, MB
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2002, (16): : 3090 - 3091
  • [3] Intermediacy of an N-heterocyclic carbene complex in the catalytic C-H activation of a substituted benzimidazole
    Tan, KL
    Bergman, RG
    Ellman, JA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (13) : 3202 - 3203
  • [4] C-C and C-H bond activation reactions in N-heterocyclic carbene complexes of ruthenium
    Jazzar, RFR
    Macgregor, SA
    Mahon, MF
    Richards, SP
    Whittlesey, MK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (18) : 4944 - 4945
  • [5] Ruthenium(II)-Catalyzed Oxidative Annulation Reactions of Arylimidazolium Salts via N-Heterocyclic Carbene-Directed C-H Activation
    Li, Renhe
    Hu, Yang
    Liu, Ran
    Hu, Ruofang
    Li, Bin
    Wang, Baiquan
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (18) : 3885 - 3892
  • [6] Easy activation of two C-H bonds of an N-heterocyclic carbene N-methyl group
    Cabeza, JA
    del Río, I
    Miguel, D
    Sánchez-Vega, MG
    CHEMICAL COMMUNICATIONS, 2005, (31) : 3956 - 3958
  • [7] N-Heterocyclic Carbene Gold(I) and Copper(I) Complexes in C-H Bond Activation
    Gaillard, Sylvain
    Cazin, Catherine S. J.
    Nolan, Steven P.
    ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) : 778 - 787
  • [8] Iridium abnormal N-heterocyclic carbene hydrides via highly selective C-H activation
    Song, Guoyong
    Wang, Xinjiao
    Li, Yongxin
    Li, Xingwei
    ORGANOMETALLICS, 2008, 27 (06) : 1187 - 1192
  • [9] Double C-H activation of an n-heterocyclic carbene ligand in a ruthenium olefin metathesis catalyst
    Hong, Soon Hyeok
    Chlenov, Anatoly
    Day, Michael W.
    Grubbs, Robert H.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (27) : 5148 - 5151
  • [10] Rhodium(III)-N-Heterocyclic Carbene-Driven Cascade C-H Activation Catalysis
    Ghorai, Debasish
    Choudhury, Joyanta
    ACS CATALYSIS, 2015, 5 (04): : 2692 - 2696