Use of Tunable Ligands Allows for Intermolecular Pd-Catalyzed C−O Bond Formation
Journal of the American Chemical Society2005Vol. 127(22), pp. 8146–8149
Citations Over TimeTop 1% of 2005 papers
Abstract
Bulky biaryl phosphine ligands facilitate Pd-catalyzed C-O coupling reactions of aryl halides with primary and secondary alcohols by promoting reductive elimination at the expense of beta-hydride elimination. The key to their success is the ability to match the size of the ligand to that of the combination of substrates. The efficient coupling of a number of unactivated aryl chlorides and bromides with cyclic and acyclic secondary alcohols was achieved. This included the coupling of allylic alcohols for the first time in a Pd-catalyzed coupling process.
Related Papers
- → Directly Observed Reductive Elimination of Aryl Halides from Monomeric Arylpalladium(II) Halide Complexes(2003)203 cited
- → Computational Analysis of Enantioselective Pd-Catalyzed α-Arylation of Ketones(2020)19 cited
- → Aryl-Halide versus Aryl−Aryl Reductive Elimination in Pt(IV)−Phosphine Complexes(2006)57 cited
- → Reductive Elimination of sym-Diphenyltetramethyldisilane from cis-Bis(pheny1dimethylsilyl)bis(phosphine)platinum(II) Complexes(1988)47 cited
- → Reductive elimination from organometals. Thermal and induced decomposition of arylmethylnickel(II) complexes(1980)38 cited