Versatile Utility of Cp*Co(III) Catalysts in C-H Amination under Inner- and Outer-Sphere Pathway

被引:3
|
作者
Lee, Jeonghyo [1 ,2 ]
Chang, Sukbok [1 ,2 ]
机构
[1] Inst Basic Sci IBS, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 34141, South Korea
[2] Korea Adv Inst Sci & Technol KAIST, Dept Chem, Daejeon 34141, South Korea
关键词
cobalt catalysis; C-H amidation; chelation-assisted amidation; nitrenoid insertion; site-selective amidation; AMIDO TRANSFER; GAMMA-LACTAMS; ACYL AZIDES; AMIDATION; FUNCTIONALIZATION; ARENES; MILD; ACTIVATION; COMPLEX; REACTIVITY;
D O I
10.1055/a-1987-6464
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This Account describes the recent advances in our research program toward the development of cobalt-catalyzed C-H amidation reactions. In particular, synthetic versatilities of obtainable amino products shown to be achieved on the basis of two distinctive mechanistic scaffolds; inner-and outer-sphere pathways. It highlights our approaches to transit the modes of C-N bond formation by introduction of bidentate LX-type ligands into Cp*Co(III) precursors, thereby broadly expanding the scope of amination reactions. 1 Introduction2 Cp*Co-Catalyzed Inner-Sphere C-H Amidation3 Cp*Co-Catalyzed Outer-Sphere C-H Amidation3.1 C(sp2)-N Bond Formation3.2 C(sp3)-N Bond Formation4 Conclusion
引用
收藏
页码:1356 / 1366
页数:11
相关论文
共 50 条
  • [1] Contributions to cytochrome c inner- and outer-sphere reorganization energy
    Chattopadhyay, Samir
    Mukherjee, Manjistha
    Kandemir, Banu
    Bowman, Sarah E. J.
    Bren, Kara L.
    Dey, Abhishek
    CHEMICAL SCIENCE, 2021, 12 (35) : 11894 - 11913
  • [2] INNER- AND OUTER-SPHERE MECHANISMS IN OXIDATION OF PENTACYANOCOBALTATE(II) BY PENTAAMMINECOBALT(III) COMPLEXES
    CANDLIN, JP
    NAKAMURA, S
    HALPERN, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (16) : 2517 - &
  • [3] Outer-Sphere Direction in Iridium C-H Borylation
    Roosen, Philipp C.
    Kallepalli, Venkata A.
    Chattopadhyay, Buddhadeb
    Singleton, Daniel A.
    Maleczka, Robert E., Jr.
    Smith, Milton R., III
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (28) : 11350 - 11353
  • [4] Cation-induced changes in the inner- and outer-sphere mechanisms of electrocatalytic CO2 reduction
    Qin, Xueping
    Hansen, Heine A.
    Honkala, Karoliina
    Melander, Marko M.
    NATURE COMMUNICATIONS, 2023, 14 (01)
  • [5] Cation-induced changes in the inner- and outer-sphere mechanisms of electrocatalytic CO2 reduction
    Xueping Qin
    Heine A. Hansen
    Karoliina Honkala
    Marko M. Melander
    Nature Communications, 14
  • [6] Inner- and outer-sphere co-ordination of the minor groove site of adenine by alkali metal ions
    Gibson, AE
    Price, C
    Clegg, W
    Houlton, A
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2001, 86 (01) : 234 - 234
  • [7] A kinetic study of the reaction between noradrenaline and iron(III): an example of parallel inner- and outer-sphere electron transfer
    El-Ayaan, U
    Jameson, RF
    Linert, W
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1998, (08): : 1315 - 1319
  • [8] Transition Metal-Catalyzed Regioselective Direct C-H Amidation: Interplay between Inner- and Outer-Sphere Pathways for Nitrene Cross-Coupling Reactions
    Du, Bingnan
    Chan, Chun-Ming
    Au, Chi-Ming
    Yu, Wing-Yiu
    ACCOUNTS OF CHEMICAL RESEARCH, 2022, 55 (15) : 2123 - 2137
  • [9] Cp*Co(III)-Catalyzed C-H Hydroarylation of Alkynes and Alkenes and Beyond: A Versatile Synthetic Tool
    Carral-Menoyo, Asier
    Sotomayor, Nuria
    Lete, Esther
    ACS OMEGA, 2020, 5 (39): : 24974 - 24993
  • [10] Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions
    Lee, Jia
    Lee, Jeonghyo
    Jung, Hoimin
    Kim, Dongwook
    Park, Juhyeon
    Chang, Sukbok
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (28) : 12324 - 12332