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Chelating C4‐Bound Imidazolylidene Complexes through Oxidative Addition of Imidazolium Salts to Palladium(0)
Author(s) -
Krüger Anneke,
Kluser Evelyne,
MüllerBunz Helge,
Neels Antonia,
Albrecht Martin
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.201100940
Subject(s) - chemistry , transmetalation , palladium , carbene , oxidative addition , ligand (biochemistry) , chelation , oxidative phosphorylation , carbon atom , combinatorial chemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , ring (chemistry) , biochemistry , receptor
Oxidative addition of donor‐functionalised 4‐iodoimidazolium salts to palladium(0) provides a selective route for the preparation of abnormal chelating N‐heterocyclic carbene complexes and enables the introduction of a variety of donor groups. The activation of the C4 position does not necessitate protection of the imidazolium C2 position, thereby leaving this site available for further modification. While metallation of the unsubstituted C2 position of the N‐heterocyclic carbene ligand was unsuccessful when palladium was bound to the C4 carbon atom, sequential metallation of first the C2 position, by means of transmetallation, followed by C4–I oxidative addition, afforded a dimetallic complex comprised of two palladium centres bridged by a single NHC ligand.