New active ruthenium(II) complexes based N3,N3′-bis(diphenylphosphino)-2,2′-bipyridine-3,3′-diamine and P,P′-diphenylphosphinous acid-P,P′-[2,2′-bipyridine]-3,3′-diyl ester ligands for transfer hydrogenation of aromatic ketones by propan-2-ol

The dimeric starting material [Ru(η6-p-cymene)(μ-Cl)Cl]2 reacts with N3,N3′-bis(diphenylphosphino)-2,2′-bipyridine-3,3′-diamine, 1 and P,P′-diphenylphosphinous acid-P,P′-[2,2′-bipyridine]-3,3′-diyl ester, 2 ligands to afford bridged dinuclear complexes [C10H6N2{NHPPh2-Ru(η6-p-cymene)Cl2}2], 3 and [C10H6N2{OPPh2-Ru(η6-p-cymene)Cl2}2], 4 in quantitative yields. These bis(aminophosphine) and bis(phosphinite) based Ru(II) complexes serve as active catalyst precursors for the transfer hydrogenation of acetophenone derivatives in 2-propanol and especially 4 acts as a good catalyst, giving the corresponding alcohols in 99% yield in 20 min (TOF ⩽ 280 h−1).

Graphical abstractTwo new bridged dinuclear complexes [C10H6N2{NHPPh2-Ru(η6-p-cymene)Cl2}2], 3 and [C10H6N2{OPPh2-Ru(η6-p-cymene)Cl2}2], 4 were prepared and characterized. The catalytic behavior of the Ru(II) complexes were investigated in the transfer hydrogenation of acetophenone derivatives in 2-propanol.Figure optionsDownload full-size imageDownload as PowerPoint slide