Ruthenium(II) Picolyl-NHC Complexes: Synthesis, Characterization, and Catalytic Activity in Amine N‑alkylation and Transfer Hydrogenation Reactions

Ruthenium­(II) p-cymene complexes with
picolyl-functionalized N-heterocyclic carbenes [(η6-p-cymene)­Ru­(L)­(Cl)]
­[PF6] (L = 3-methyl-1-(2-picolyl)­imidazol-2-ylidene (1a), 3-isopropyl-1-(2-picolyl)­imidazol-2-ylidene (1b), 3,4,5-trimethyl-1-(2-picolyl)­imidazol-2-ylidene (1c), 3-mesityl-1-(2-picolyl)­imidazol-2-ylidene (1d),
3-methyl-1-(2-picolyl)­benzoimidazol-2-ylidene (1e), 3-methyl-1-(2-picolyl)-4,5-dichloroimidazol-2-ylidene
(1f), 3-phenyl-1-(2-picolyl)­imidazol-2-ylidene (1g)) have been synthesized and characterized. Compounds 1a–g were recrystallized, and X-ray crystal
structures are reported for 1a,f. Furthermore,
compounds 1a–f show catalytic activity
in transfer hydrogenation of ketones and N-alkylation of amines. Notably,
complexes 1a,c,f were found
to be very efficient and versatile catalysts toward transfer hydrogenation
of a wide range of ketones and imines in addition to N-alkylation
of several amines.