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|Title:||Axially chiral dibenzazepinones by a palladium(0)-catalyzed atropo-enantioselective C−H arylation|
|Citation:||Angewandte Chemie - International Edition, 2018; 57(34):11040-11044|
|Christopher G. Newton, Elena Braconi, Jennifer Kuziola, Dr. Matthew D. Wodrich, Nicolai Cramer|
|Abstract:||Atropo-enantioselective C-H functionalization reactions are largely limited to the dynamic kinetic resolution of biaryl substrates through the introduction of steric bulk proximal to the axis of chirality. Reported herein is a highly atropo-enantioselective palladium(0)-catalyzed methodology that forges the axis of chirality during the C-H functionalization process, enabling the synthesis of axially chiral dibenzazepinones. Computational investigations support experimentally determined racemization barriers, while also indicating C-H functionalization proceeds by an enantio-determining CMD to yield configurationally stable eight-membered palladacycles.|
|Keywords:||C−H activation; asymmetric catalysis; atropisomer; axial chirality; palladium|
|Rights:||© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim|
|Appears in Collections:||Chemistry publications|
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