2.5 Cobalt-Catalyzed Bidentate-Chelation-Assisted C—H Functionalization
Book
Editor: Yoshikai, N.
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
Science of Synthesis Reference Libraries
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
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- 4 Sambiagio C, Schönbauer D, Blieck R, Dao-Huy T, Pototschnig G, Schaaf P, Wiesinger T, Zia MF, Wencel-Delord J, Besset T, Maes BUW, Schnürch M. Chem. Soc. Rev. 2018; 47: 6603
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