Cleavage of C−N Bonds in Aniline Derivatives on a Ruthenium Center and Its Relevance to Catalytic C−C Bond Formation
Journal of the American Chemical Society2009Vol. 131(21), pp. 7238–7239
Citations Over TimeTop 10% of 2009 papers
Abstract
The first observation of cleavage of unactivated aromatic C-N bonds on a late-transition-metal center was achieved using o-acylanilines and a ruthenium complex. Use of olefins as additives dramatically improved the rate of C-N bond cleavage. The carbon fragment remaining on the ruthenium after C-N bond cleavage was coupled with a phenylboronate to form a biphenyl framework. The present results suggest that ruthenium-catalyzed C-C bond formation from o-acylaniline and organoboronate proceeds via direct C-N bond cleavage on the ruthenium center.
Related Papers
- → Ligand control of metal oxidation states. Synthesis, characterization and cyclic voltammetric studies of a group of ruthenium phenolates(1996)18 cited
- THE FEATURES OF PROTEIN BINDING BY RUTHENIUM COMPLEXES: DOCKING, FORCE FIELD AND QM/MM STUDIES(2013)
- → Phosphorogenic and spontaneous formation of tris(bipyridine)ruthenium in peptide scaffolds(2019)1 cited
- → Aniline complexes of ruthenium(II) and ruthenium(III) halides(1971)14 cited
- → ChemInform Abstract: Synthesis, Reactivities, and Structural Studies on High‐Valent Ruthenium Oxo Complexes. Ruthenium(IV), Ruthenium(V), and Ruthenium(VI) Oxo Complexes of Tertiary Amine Ligands.(1987)