Atropoenantioselective palladaelectro-catalyzed anilide C–H olefinations viable with natural sunlight as sustainable power source. Issue 9 (16th February 2022)

• Record Type: Journal Article
• Authors: Frey, Johanna; Hou, Xiaoyan; Ackermann, Lutz
• Is Part Of: Chemical science. Volume 13:Issue 9(2022)
• Page Start: 2729
• Page End: 2734
• Publication Date: 2022-02-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1sc06135f
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : Asymmetric pallada-electrocatalyzed C–H activation of achiral anilides were accomplished by catalyst control with high levels of enantioselectivity. Dual catalysis was devised, while photovoltaic cells could be used to empower the electrocatalysis. Abstract : Enantioselective electrocatalyzed transformations represent a major challenge. We herein achieved atropoenantioselective pallada-electrocatalyzed C–H olefinations and C–H allylations with high efficacy and enantioselectivity under exceedingly mild reaction conditions. With ( S )-5-oxoproline as the chiral ligand, activated and non-activated olefins were suitable substrates for the electro-C–H activations. Dual catalysis was devised in terms of electro-C–H olefination, along with catalytic hydrogenation. Challenging enantiomerically-enriched chiral anilide scaffolds were thereby obtained with high levels of enantio-control in the absence of toxic and cost-intensive silver salts. The resource-economy of the transformation was even improved by directly employing renewable solar energy.