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Dual Ligand‐Enabled Nondirected C−H Olefination of Arenes
Author(s) -
Chen Hao,
Wedi Philipp,
Meyer Tim,
Tavakoli Ghazal,
van Gemmeren Manuel
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201712235
Subject(s) - steric effects , limiting , chemistry , combinatorial chemistry , catalysis , reagent , ligand (biochemistry) , substrate (aquarium) , dual role , solvent , stereochemistry , organic chemistry , receptor , oceanography , engineering , geology , mechanical engineering , biochemistry
Abstract The application of the Pd‐catalyzed oxidative C−H olefination of arenes, also known as the Fujiwara–Moritani reaction, has traditionally been limited by the requirement for directing groups on the substrate or the need to use the arene in large excess, typically as a (co)solvent. Herein the development of a catalytic system is described that, through the combined action of two complementary ligands, makes it possible to use directing‐group‐free arenes as limiting reagents for the first time. The reactions proceed under a combination of both steric and electronic control and enable the application of this powerful reaction to valuable arenes, which cannot be utilized in excess.