Enantioselective Cobalt(III)‐Catalyzed C−H Activation Enabled by Chiral Carboxylic Acid Cooperation. Issue 47 (24th October 2018)

• Record Type: Journal Article
• Authors: Pesciaioli, Fabio; Dhawa, Uttam; Oliveira, João C. A.; Yin, Rongxin; John, Michael; Ackermann, Lutz
• Is Part Of: Angewandte Chemie international edition. Volume 57:Issue 47(2018)
• Page Start: 15425
• Page End: 15429
• Publication Date: 2018-10-24
• Subjects: asymmetric catalysis -- C−H activation -- chiral acid -- cobalt -- reaction mechanism; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201808595
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: 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. Abstract : Co III goes chiral : Enantioselective Cp*Co III ‐catalyzed C−H functionalization was realized by synergistic cooperation with a newly developed chiral carboxylic acid for robust and versatile C−H activation.