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
  • [21] Scope and mechanistic studies of intramolecular aliphatic C-H bond activation of N-heterocyclic carbene iridium complexes
    Tanabe, Yusuke
    Hanasaka, Fumihiro
    Fujita, Ken-ichi
    Yamaguchi, Ryohei
    ORGANOMETALLICS, 2007, 26 (18) : 4618 - 4626
  • [22] Computational studies on intramolecular C-H and C-C bond activation in ruthenium N-heterocyclic carbene complexes.
    Macgregor, SA
    Whittlesey, MK
    Diggle, RA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U839 - U840
  • [23] C-H bond activation of N-heterocyclic carbene IMes by rare-earth metal alkyl complexes
    Fegler, Waldemar
    Saito, Teruhiko
    Mashima, Kazushi
    Spaniol, Thomas P.
    Okuda, Jun
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (25-26) : 2794 - 2797
  • [24] C-H bond activation of heteroarenes mediated by a half-sandwich iron complex of N-heterocyclic carbene
    Ohki, Yasuhiro
    Hatanaka, Tsubasa
    Tatsumi, Kazuyuki
    Journal of the American Chemical Society, 2008, 130 (50): : 17174 - 17186
  • [25] Reactive Dimerization of an N-Heterocyclic Plumbylene: C-H Activation with PbII
    Guthardt, Robin
    Oetzel, Jan
    Schweizer, Julia I.
    Bruhn, Clemens
    Langer, Robert
    Maurer, Martin
    Vicha, Jan
    Shestakova, Pavletta
    Holthausen, Max C.
    Siemeling, Ulrich
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (05) : 1387 - 1391
  • [26] Iridium/N-heterocyclic carbene-catalyzed C-H borylation of arenes by diisopropylaminoborane
    Tobisu, Mamoru
    Igarashi, Takuya
    Chatani, Naoto
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2016, 12 : 654 - 661
  • [27] Chiral N-Heterocyclic Carbene Ligands Enable Asymmetric C-H Bond Functionalization
    Thongpaen, Jompol
    Manguin, Romane
    Basle, Olivier
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (26) : 10242 - 10251
  • [28] Carboxylation of C-H Bonds Using N-Heterocyclic Carbene Gold(I) Complexes
    Boogaerts, Ine I. F.
    Nolan, Steven P.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (26) : 8858 - +
  • [29] Synthesis of new iridium N-heterocyclic carbene complexes and facile intramolecular alkyl C-H bond activation reactions of the carbene ligand
    Hanasaka, F
    Tanabe, Y
    Fujita, K
    Yamaguchi, R
    ORGANOMETALLICS, 2006, 25 (04) : 826 - 831
  • [30] Exploring a unique reactivity of N-heterocyclic carbenes (NHC) in rhodium(III)-catalyzed intermolecular C-H activation/annulation
    Ghorai, Debasish
    Choudhury, Joyanta
    CHEMICAL COMMUNICATIONS, 2014, 50 (96) : 15159 - 15162