Metal-Catalyzed Aromatic C-O Bond Activation/Transformation

被引:21
|
作者
Tobisu, Mamoru [1 ]
Chatani, Naoto [1 ]
机构
[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka, Japan
来源
关键词
Carbon-oxygen bond activation; Cross-coupling; Phenol derivatives; Transition metal complexes; CROSS-COUPLING REACTIONS; CARBON-HETEROATOM BONDS; ARYL METHYL ETHERS; GRIGNARD-REAGENTS; REDUCTIVE CLEAVAGE; ALKYL ETHERS; ANISOLE DERIVATIVES; CLEAVING ALKYLATION; OXIDATIVE ADDITION; PHENOL DERIVATIVES;
D O I
10.1007/3418_2018_19
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Phenol derivatives have attracted significant attention as a renewable aromatic feedstock for the production of organic compounds that are required by society. However, the inertness of a C(aryl)-O bond of phenol derivatives poses a significant challenge for the direct functionalization at the ipso position. This review summarizes the recent advances in the area of catalytic transformations of unactivated phenol derivatives via the activation of C(aryl)-O bonds of aryl esters, carbamates, and ethers as well as arenols. The most intensively studied catalysts are nickel complexes, which allow a range of nucleophiles to be coupled with phenol derivatives. Group 8 and 9 metal complexes have also been used to activate C(aryl)-O bond of such phenol derivatives, and these are also covered in this review.
引用
收藏
页码:103 / 140
页数:38
相关论文
共 50 条
  • [21] C-O Bond Activation as a Strategy in Palladium-Catalyzed Cross-Coupling
    Becica, Joseph
    Leitch, David C.
    SYNLETT, 2021, 32 (07) : 641 - 646
  • [22] Transition Metal-Catalyzed C-C Bond Activation of Four-Membered Cyclic Ketones
    Xu, Tao
    Dermenci, Alpay
    Dong, Guangbin
    C-C BOND ACTIVATION, 2014, 346 : 233 - 257
  • [23] Transition metal-catalyzed C-C single bond activation: Mechanistic understanding and new reactivity
    Johnson, Jeffrey B.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [24] Iron-catalyzed C-C bond activation/C-O bond formation: Direct conversion of ketones to esters
    Arzumanyan, Ashot V.
    TETRAHEDRON LETTERS, 2017, 58 (50) : 4667 - 4671
  • [25] Reaching the south: metal-catalyzed transformation of the aromatic para-position
    Dey, Aniruddha
    Maity, Soham
    Maiti, Debabrata
    CHEMICAL COMMUNICATIONS, 2016, 52 (84) : 12398 - 12414
  • [26] Advances in Transition Metal-Catalyzed Selective Functionalization of Inert C-O Bonds Assisted by Directing Groups
    Lin, Cong
    Gao, Fei
    Shen, Liang
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (17) : 3915 - 3924
  • [27] Advances in the Synthesis of Fluorinated Scaffolds by Transition Metal-Catalyzed C-H Bond Activation
    Mazeh, Sara
    Lapuh, Maria Ivana
    Besset, Tatiana
    CHIMIA, 2020, 74 (11) : 871 - 877
  • [28] Transition metal-catalyzed olefin arylation via C-H bond activation of arenes
    Matsumoto, Takaya
    CATALYSIS SURVEYS FROM ASIA, 2007, 11 (1-2) : 31 - 48
  • [29] Transition metal-catalyzed α-alkylation of amines by C(sp3)-H bond activation
    Gonnard, Laurine
    Guerinot, Amandine
    Cossy, Janine
    TETRAHEDRON, 2019, 75 (02) : 145 - 163
  • [30] Cluster Preface: C-O And Related Bond Activation
    Tobisu, Mamoru
    Chatani, Naoto
    Snieckus, Victor
    SYNLETT, 2017, 28 (19) : 2559 - 2560