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Catalytic Aerobic Phenol Homo‐ and Cross‐Coupling Reactions with Copper Complexes Bearing Redox‐Active Guanidine Ligands
Author(s) -
Schön Florian,
Kaifer Elisabeth,
Himmel HansJörg
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900583
Subject(s) - copper , redox , catalysis , guanidine , chemistry , bearing (navigation) , phenol , coupling reaction , combinatorial chemistry , photochemistry , inorganic chemistry , biochemistry , organic chemistry , cartography , geography
Due to their large importance in synthetic chemistry, catalytic C−C coupling reactions of phenols are currently intensively studied. Herein, new copper catalysts for the C−C coupling reaction of phenols using dioxygen as a green oxidizing reagent are reported. By using redox‐active guanidine ligands, the activity as well as chemoselectivity in the cross‐coupling reaction of non‐complementary phenols (between an electron‐rich phenol and a less nucleophilic second phenol) is significantly improved. Based on the collected data for several test reactions, a reaction mechanism is proposed.