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Palladium(II) Complexes with Chelating Biscarbene Ligands in the Catalytic Suzuki–Miyaura Cross‐Coupling Reaction
Author(s) -
Micksch Maik,
Strassner Thomas
Publication year - 2012
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201200940
Subject(s) - chemistry , palladium , aryl , catalysis , steric effects , coupling reaction , chelation , suzuki reaction , combinatorial chemistry , substrate (aquarium) , methylene , context (archaeology) , heck reaction , organic chemistry , medicinal chemistry , polymer chemistry , paleontology , alkyl , oceanography , biology , geology
We studied the catalytic activity of palladium(II) complexes with chelating imidazolium and benzimidazolium ligands in the Suzuki–Miyaura cross‐coupling reaction. The methylene‐bridged systems with aryl substituents carrying sterically and electronically different groups (F, NO 2 , OMe, H, Me, i Pr) show good to excellent catalytic activities in the Suzuki–Miyaura cross‐coupling reaction of aryl bromides. The p ‐methoxyphenyl‐substituted bis(NHC)–palladium complex was the most active one under our reaction conditions, also in the context of a wide substrate scope. Several ortho ‐ as well as para ‐substituted aryl bromides were coupled in excellent yields under mild reaction conditions.