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Tunable dendritic ligands of chiral 1,2-diamine and their application in asymmetric transfer hydrogenation
Institution:1. Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China;2. Graduate School of the Chinese Academy of Sciences, Beijing, China;1. Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan;2. Osaka University of Pharmaceutical Sciences, Osaka 569-1094, Japan;3. Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan;1. Department of Organic Chemistry, University of Chemistry and Technology Prague, Technická 5, 166 28 Prague 6, Czech Republic;2. Department of Solid State Chemistry, University of Chemistry and Technology Prague, Technická 5, 166 28 Prague 6, Czech Republic;1. School of Chemical Sciences, Universiti Sains Malaysia, USM, Penang 11800, Malaysia;2. Division of Inorganic and Physical Chemistry, Institut Teknologi Bandung, Jl Ganesha no. 10, Bandung 40132, West Java, Indonesia;3. Institute of Biological Sciences, Faculty of Science Building, University of Malaya, Kuala Lumpur 50603, Malaysia;4. School of Chemical Engineering, The University of New South Wales, Sydney, NSW 2052, Australia;1. Lennard-Jones Laboratories, Keele University, Keele, Staffordshire ST5 5BG, UK;2. National Medicines Institute, 30/34 Chełmska Street, 00-725 Warsaw, Poland;3. Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha Street, 02-097 Warsaw, Poland
Abstract:Tunable dendritic N-mono-sulfonyl ligands have been designed and synthesized via direct N-mono-sulfonylization of the chiral dendritic vicinal diamines and their ruthenium complexes demonstrated high catalytic and recyclable activities with comparable enantioselectivities to Noyori–Ikariya’s TsDPEN-Ru in the asymmetric transfer hydrogenation of an extended range of substrates, such as ketones, keto esters, and olefins.
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