Cycloruthenation of aryl imines and N-heteroaryl benzenes via C-H bond activation with Ru(II) and acetate partners.

Bin Li (1, 2) , Christophe Darcel (1) , Thierry Roisnel (1) , Pierre H. Dixneuf (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 School of Chemical and Environmental Engineering [Jiangmen]

The reaction of arylimines with [RuCl2(p-cymene)]2 and 4 equiv. of KOAc at room temp. in methanol leads to the formation of N-Ru-C cycloruthenates RuCl(arylimine-kC,N)(p-cymene) 3a-3d via ortho C-H activation/deprotonation by acetate. The presence of the stable Ru-Cl bond rather than a labile Ru-OAc bond is crucial for the isolation of the complexes. This preparative method of cyclometallates was applied to 2-phenyloxazoline, and benzo[h]quinoline and to the improved synthesis of 2-phenylpyridine and 1-phenylpyrazole derivs. The mol. structures of three cycloruthenates are reported.

Keywords: N–Ru–C cycloruthenates; C–H bond activation; C–H bond deprotonation; Arylimines; Ruthenium-acetate

Domains: Chemical Sciences; Chemical Sciences; Catalysis; Chemical Sciences; Material chemistry

Bin Li, Christophe Darcel, Thierry Roisnel, Pierre H. Dixneuf. Cycloruthenation of aryl imines and N-heteroaryl benzenes via C-H bond activation with Ru(II) and acetate partners.. Journal of Organometallic Chemistry, 2015, 793, pp.200-209. ⟨10.1016/j.jorganchem.2015.02.050⟩. ⟨hal-01153407⟩