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Aerobic Oxidative Coupling of o ‐Xylene: Discovery of 2‐Fluoropyridine as a Ligand to Support Selective Pd‐Catalyzed CH Functionalization
Author(s) -
Izawa Yusuke,
Stahl Shan S.
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000771
Subject(s) - chemistry , regioselectivity , ligand (biochemistry) , catalysis , oxidative coupling of methane , palladium , surface modification , xylene , oxidative phosphorylation , combinatorial chemistry , monomer , coupling (piping) , photochemistry , organic chemistry , toluene , polymer , receptor , mechanical engineering , biochemistry , engineering
An improved method for the direct oxidative coupling of o ‐xylene could provide streamlined access to an important monomer used in polyimide resins. The use of 2‐fluoropyridine as a ligand has been found to enable unprecedented levels of chemo‐ and regioselectivity in this palladium‐catalyzed aerobic oxidative coupling reaction. Preliminary insights have been obtained into the origin of the effectiveness of 2‐fluoropyridine as a ligand.