Synergic effects between N-heterocyclic carbene and chelating benzylidene-ether ligands toward the initiation step of Hoveyda-Grubbs type Ru complexes

Nelson, David J. and Queval, Pierre and Rouen, Mathieu and Magrez, Magaly and Toupet, Loic and Caijo, Frederic and Borre, Etienne and Laurent, Isabelle and Crevisy, Christophe and Basle, Olivier and Mauduit, Marc and Percy, Jonathan M. (2013) Synergic effects between N-heterocyclic carbene and chelating benzylidene-ether ligands toward the initiation step of Hoveyda-Grubbs type Ru complexes. ACS Catalysis, 3 (2). pp. 259-264. ISSN 2155-5435 (https://doi.org/10.1021/cs400013z)

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Abstract

Synergic effects between ancillary N-heterocyclic carbenes [(1,3-bis(2,4,6-trimethylphenyl)-1,3-imidazoline-2-ylidene or 1,3-bis(2,6-diisopropylphenyl)-1,3-imidazoline-2-ylidene] and chelating benzylidene ether ligands were investigated by studying initiation rates and kinetic profiles of Hoveyda-Grubbs (HG) type Ru complexes. A newly designed Ru-benzylidene-oxazinone precatalyst 4 was compared with Grela and Blechert complexes bearing modified isopropyloxy chelating leaving groups and with the standard HG complex to understand how the ancillary and the leaving ligands interact and influence the catalytic activity.