Novel cyclohexyl‐based aminophosphine ligands and use of their Ru(II) complexes in transfer hydrogenation of ketones |
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Authors: | Cezmi Kayan Nermin Meriç Murat Aydemir Yusuf Selim Ocak Ak𝚤n Baysal Hamdi Temel |
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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 |
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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(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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Keywords: | aminophosphine ruthenium(II) transfer hydrogenation homogeneous catalysis |
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