Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 28, Pages 15641-15649Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202105092
Keywords
arenes; C-H activation; DFT calculations; Fujiwara-Moritani reaction; reaction mechanisms
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Funding
- DFG
- Max Planck Society
- Fonds der Chemischen Industrie
- WWU Munster
- Projekt DEAL
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Recent discovery of palladium catalysts has enabled direct-group-free C-H activation of arenes without excess substrate, allowing for late-stage modification of complex organic molecules. The success lies in the use of two complementary ligands, N-acyl amino acid and N-heterocycle. Mechanistic studies have identified catalytically active species and a transition state model that explains the exceptional activity and selectivity of these catalysts, with potential for further method development.
Recently palladium catalysts have been discovered that enable the directing-group-free C-H activation of arenes without requiring an excess of the arene substrate, thereby enabling methods for the late-stage modification of complex organic molecules. The key to success has been the use of two complementary ligands, an N-acyl amino acid and an N-heterocycle. Detailed experimental and computational mechanistic studies on the dual-ligand-enabled C-H activation of arenes have led us to identify the catalytically active species and a transition state model that explains the exceptional activity and selectivity of these catalysts. These findings are expected to be highly useful for further method development using this powerful class of catalysts.
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