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Enantioselective Cobalt(III)‐Catalyzed C−H Activation Enabled by Chiral Carboxylic Acid Cooperation

Pesciaioli, Fabio ; Dhawa, Uttam ; Oliveira, João C. A. ; Yin, Rongxin ; John, Michael ; Ackermann, Lutz

Angewandte Chemie (International ed.), 2018-11, Vol.57 (47), p.15425-15429 [Periódico revisado por pares]

Germany: Wiley Subscription Services, Inc

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  • Título:
    Enantioselective Cobalt(III)‐Catalyzed C−H Activation Enabled by Chiral Carboxylic Acid Cooperation
  • Autor: Pesciaioli, Fabio ; Dhawa, Uttam ; Oliveira, João C. A. ; Yin, Rongxin ; John, Michael ; Ackermann, Lutz
  • Assuntos: Activation ; Alkylation ; asymmetric catalysis ; Carboxylic acids ; Catalysis ; chiral acid ; Cobalt ; C−H activation ; Enantiomers ; Functional groups ; Kinetics ; Reaction kinetics ; reaction mechanism
  • É parte de: Angewandte Chemie (International ed.), 2018-11, Vol.57 (47), p.15425-15429
  • Notas: These authors contributed equally to this work.
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  • Descrição: The enantioselective cobalt(III)‐catalyzed C−H alkylation was achieved through the design of a novel chiral acid. The cobalt(III)‐catalyzed enantioselective C−H activation was characterized by high position‐, regio‐ and enantio‐control under exceedingly mild reaction conditions. Thereby, the robust cooperative cobalt(III) catalysis proved tolerant of valuable electrophilic functional groups, including hydroxyl, bromo, and iodo substituents. Mechanistic studies revealed a considerable additive effect on kinetics and on a negative non‐linear‐effect. CoIII goes chiral: Enantioselective Cp*CoIII‐catalyzed C−H functionalization was realized by synergistic cooperation with a newly developed chiral carboxylic acid for robust and versatile C−H activation.
  • Editor: Germany: Wiley Subscription Services, Inc
  • Idioma: Inglês
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  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

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