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Yoshikai, N. : 2023 Science of Synthesis, 2023/3: Base-Metal Catalysis 2 DOI: 10.1055/sos-SD-239-00273
Base-Metal Catalysis 2

2.5 Cobalt-Catalyzed Bidentate-Chelation-Assisted C—H Functionalization

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Editor: Yoshikai, N. 

Authors: Adak, L. ; Aoki, S.; Banerjee, S. ; Bedford, R. B. ; Cheng, Z.; Costas, M. ; Gao, M.; Garai, B.; Ge, S. ; Gosmini, C. ; Hota, S. K.; Ilies, L. ; Jindal, A.; Kawanaka, Y.; Li, H. ; Li, M.; Liu, Q. ; Lu, Z. ; Mandal, R.; Matsunaga, S. ; Murarka, S. ; Nakamura, M. ; Nolla-Saltiel, R. ; Ollevier, T. ; Palone, A. ; Panda, S. P.; Sahoo, S.; Sang, J.; Schiltz, P.; Shenvi, R. A. ; Sundararaju, B. ; van der Puyl, V. ; Vicens, L. ; Wang, C. ; Wang, Y. ; Yang, X.; Yang, Y.; Yoshikai, N. ; Yoshino, T. ; Zeng, X. ; Zhang, G. 

Title: Base-Metal Catalysis 2

Print ISBN: 9783132455030; Online ISBN: 9783132455054; Book DOI: 10.1055/b000000440

1st edition © 2023 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

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Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

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Abstract

C—H bond functionalization catalyzed by high-valent-cobalt species with the aid of bidentate chelation has come a long way since the pioneering report by Daugulis almost a decade ago. Further study of the reaction mechanisms revealed that stoichiometric amounts of metal salts could be replaced with photocatalysts or electricity as one-electron oxidants, and approaches based on these strategies can be considered more environmentally friendly than the initially developed catalytic systems. Systematic investigations have led to a better understanding of the coordination environment of the in-situ-formed cobaltacycle, and this has led to the development of external chiral ligands for cobalt-catalyzed asymmetric C—H functionalizations. This review is a comprehensive summary of the documented methods for cobalt-catalyzed, bidentate-chelation-assisted C—H bond functionalizations as of early 2023.

Key words

C—H activation - C—H functionalization - cobalt catalysis - directing groups - C(sp2)—H functionalization - C(sp3)—H functionalization - bidentate chelation - bidentate directing groups - enantioselective C—H functionalization - electrocatalysis - photoredox catalysis - asymmetric catalysis - sustainable catalysis
 
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