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Novel cyclohexyl‐based aminophosphine ligands and use of their Ru(II) complexes in transfer hydrogenation of ketones
Authors:Cezmi Kayan  Nermin Meriç  Murat Aydemir  Yusuf Selim Ocak  Ak??n Baysal  Hamdi Temel
Affiliation:1. Department of Chemistry, Faculty of Science, Dicle University, Diyarbakir, Turkey;2. Department of Science, Faculty of Education, Dicle University, Diyarbakir, Turkey;3. Department of Chemistry, Faculty of Education, Dicle University, Diyarbakir, Turkey;4. Science and Technology Application and Research Center, Dicle University, Diyarbakir, Turkey
Abstract: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(η6p‐cymene)(μ‐Cl)Cl]2 or Ru(η6‐benzene)(μ‐Cl)Cl]2 gave corresponding complexes Ru(Cy2PNHCH2–C4H3O)(η6p‐cymene)Cl2] ( 1a ), Ru(Cy2PNHCH2–C4H3O)(η6‐benzene)Cl2] ( 1b ), Ru(Cy2PNHCH2–C4H3S)(η6p‐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.
Keywords:aminophosphine  ruthenium(II)  transfer hydrogenation  homogeneous catalysis
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