Recent Advances in Transition-Metal-Catalyzed Functionalization of Unstrained Carbon-Carbon Bonds

被引:794
|
作者
Chen, Feng [1 ]
Wang, Teng [1 ]
Jiao, Ning [1 ,2 ]
机构
[1] Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
C-C-BOND; OLEFIN-METATHESIS CATALYSTS; KHAND-TYPE REACTION; RING-EXPANSION REACTION; HECK-TYPE ARYLATION; BETA-KETO-ESTERS; OXIDATIVE CLEAVAGE; ARYL HALIDES; SINGLE-BOND; TRIPLE BOND;
D O I
10.1021/cr400628s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Some recent advances in transition-metal complex catalyzed cleavage of unstrained carbon-carbon bonds, including C-C single bonds, C-C double bonds, and C-C triple bonds was reported. Many examples of unstrained C-C single bond cleavage catalyzed by various transition-metal complexes have been reported. Generally, functional groups adjacent to these bonds are necessary for these transformations. In the developed methods, oxidative addition, βcarbon elimination, decarbonylation, and retroallyation are common mechanisms for transition-metal complex catalyzed C-C single bond functionalization. Olefin metathesis and enyne metathesis reactions are very important methods for C=C double bond cleavage, and they have been well developed. Additionally, oxidative cleavage is another class of C=C bond activation process. Many transition-metal complexes have been developed for this kind of reaction using appropriate oxidants, especially molecular oxygen. Various mechanisms are proposed for cleavage of carbon-carbon bonds. The further development of new carbon-carbon bond cleavage reactions in this field will be expected to explore new catalytic systems with inexpensive transition-metal catalysts, under mild conditions, with green and sustainable oxidants, and with a wide substrate scope.
引用
收藏
页码:8613 / 8661
页数:49
相关论文
共 50 条
  • [41] Recent Advances in Transition-Metal-Catalyzed Enantioconvergent Transformations of Epoxides
    Li, Jianye
    Li, Sijia
    Liu, Shuting
    Cui, Guohao
    Zhang, Guozhu
    Guo, Rui
    SYNTHESIS-STUTTGART, 2024,
  • [42] Recent Advances in Transition-Metal-Catalyzed Tandem Dearomatization of Indoles
    Pang, Mingyang
    Chang, Honghong
    Feng, Zhang
    Zhang, Juan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (04) : 1271 - 1291
  • [43] Recent advances in theoretical studies on transition-metal-catalyzed regioselective C-H functionalization of indoles
    Ma, Hongsheng
    Yu, Tongyan
    Chi, Longxiao
    Huang, Cong
    Li, Xuwen
    Zhang, Rui
    Deng, Chao
    JOURNAL OF MOLECULAR MODELING, 2022, 28 (09)
  • [44] Recent Advances in Using Transition-Metal-Catalyzed C-H Functionalization to Build Fluorescent Materials
    Li, Bijin
    Ali, Ahmed I. M.
    Ge, Haibo
    CHEM, 2020, 6 (10): : 2591 - 2657
  • [45] Recent Advances and Strategies for the Transition-Metal-Catalyzed C-H Functionalization of N-Nitrosoanilines
    Chaudhary, Priyanka
    Kandasamy, Jeyakumar
    Macabeo, Allan Patrick G.
    Tamargo, Ramuel John Inductivo
    Lee, Yong Rok
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (08) : 2037 - 2060
  • [46] Direct activation of relatively unstrained carbon-carbon bonds in homogeneous systems
    Dermenci, Alpay
    Coe, Jotham W.
    Dong, Guangbin
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (05): : 567 - 581
  • [47] Cleaving carbon-carbon bonds by inserting tungsten into unstrained aromatic rings
    Sattler, Aaron
    Parkin, Gerard
    NATURE, 2010, 463 (7280) : 523 - 526
  • [48] Recent advances in heterobimetallic palladium(II)/copper(II) catalyzed domino difunctionalization of carbon-carbon multiple bonds
    Beccalli, Egle M.
    Broggini, Gianluigi
    Gazzola, Silvia
    Mazza, Alberto
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (35) : 6767 - 6789
  • [49] Transition-metal-catalyzed reactions of propargylamine with carbon dioxide and carbon disulfide
    Shi, M
    Shen, YM
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01): : 16 - 21
  • [50] Transition metal-catalyzed fluorination of multi carbon-carbon bonds: new strategies for fluorinated heterocycles
    Liu, Guosheng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (31) : 6243 - 6248