Novel cyclohexyl‐based aminophosphine ligands and use of their Ru(II) complexes in transfer hydrogenation of ketones

Two new aminophosphines – furfuryl-(N-dicyclohexylphosphino)amine, [Cy2PNHCH2–C4H3O] (1) and thiophene-(N-dicyclohexylphosphino)amine, [Cy2PNHCH2–C4H3S] (2) – were prepared by the reaction of chlorodicyclohexylphosphine with furfurylamine and thiophene-2-methylamine. Reaction of the aminophosphines with [Ru(η6-p-cymene)(μ-Cl)Cl]2 or [Ru(η6-benzene)(μ-Cl)Cl]2 gave corresponding complexes [Ru(Cy2PNHCH2–C4H3O)(η6-p-cymene)Cl2] (1a), [Ru(Cy2PNHCH2–C4H3O)(η6-benzene)Cl2] (1b), [Ru(Cy2PNHCH2–C4H3S)(η6-p-cymene)Cl2] (2a) and [Ru(Cy2PNHCH2–C4H3S)(η6-benzene)Cl2] (2b), respectively, which are suitable catalyst precursors for the transfer hydrogenation of ketones. In particular, [Ru(Cy2PNHCH2–C4H3S)(η6-benzene)Cl2] acts as a good catalyst, giving the corresponding alcohols in 98–99% yield in 30 min at 82 °C (up to time of flight ≤ 588 h−1). Copyright © 2014 John Wiley & Sons, Ltd.

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