New unsymmetrical hybrid ferrocenylphosphine-phosphoramidite ligands derived from H8-BINOL for highly efficient Rh-catalyzed enantioselective hydrogenation |
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| Institution: | 1. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China;2. Graduate School of Chinese Academy of Sciences, Beijing 100039, China;1. School of Chemistry, College of Science, University of Tehran, P.O. Box 14155-6455, Tehran, Islamic Republic of Iran;2. Department of Materials Science and Technology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla, Thailand;1. School of Chemistry, College of Science, University of Tehran, P.O. Box 14155-6455, Tehran, Islamic Republic of Iran;2. Departement of Chemistry, Faculty of Science, Ilam University, Ilam, Islamic Republic of Iran;1. Dipartimento di Scienze e Tecnologie Biologiche, Chimiche e Farmaceutiche, Università di Palermo, Viale delle Scienze, ed. 17, 90128 Palermo, Italy;2. Dipartimento di Chimica ‘G. Ciamician’, Alma Mater Studiorum-Università di Bologna, Via F. Selmi 2, 40126 Bologna, Italy;3. Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Modena e Reggio Emilia, Via Campi 183, 41125 Modena, Italy;1. Environ. Chemistry and Radioactivity Lab., Dept. of Chemistry “G. Ciamician”, Alma Mater Studiorum University of Bologna, Via Selmi 2, 40126 Bologna, BO, Italy;2. European Commission, Joint Research Centre, Institute for Transuranium Elements, Nuclear Security Unit, Via Enrico Fermi 2749, I-21027 Ispra, VA, Italy;1. Università degli Studi di Milano, Dipartimento di Chimica, Via C. Golgi, 19-20133 Milano, Italy;2. CNR-Istituto di Scienze e Tecnologie Molecolari (ISTM), Via C. Golgi, 19-20133 Milano, Italy;1. Department of Physics and Biophysics, Wrocław University of Environmental and Life Sciences, ul. Norwida 25, 50-375 Wrocław, Poland;2. Ludwik Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, ul. Weigla 12, 53-114 Wrocław, Poland;3. Department of Organic and Pharmaceutical Technology, Faculty of Chemistry, Wrocław University of Technology, Wyb. Wyspiańskiego 27, 50-370 Wrocław, Poland |
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| Abstract: | A series of new H8-BINOL-derived unsymmetrical hybrid ferrocenylphosphine-phosphoramidite ligands have been synthesized and successfully used in Rh-catalyzed asymmetric hydrogenations. The same or higher enantioselectivities (99.9% ee) were achieved in the hydrogenation of dimethyl itaconate and α-dehydroamino acid esters as those obtained with BINOL-derived analogues. However, slightly lower enantioselectivities (99.0% ee) were obtained in the hydrogenation of enamides. |
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