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Chiral Ti(IV) complexes of hexadentate Schiff bases as precatalysts for the asymmetric addition of TMSCN to aldehydes and the ring opening of cyclohexene oxide
Affiliation:1. A.N. Nesmeyanov Institute of Organo-Element Compounds, Russian Academy of Science, Vavilov 28, 117813 Moscow, Russia;2. School of Natural Sciences, Bedson Building, University of Newcastle, Newcastle upon Tyne NE1 7RU, UK;1. Department of Chemistry, Darjeeling Government College, Darjeeling 734101, India;2. Department of Chemistry, Jadavpur University, Jadavpur, Kolkata 700032, India;3. Assistant Teacher in Chemistry, Ghoshpara Nischinda Balika Vidyapith, Bally, Howrah 711227, India;4. Department of Chemistry, University College of Science, University of Calcutta, Kolkata 700009, India;5. Department of Chemistry, Serampore College, Serampore, Hooghly 712201, India;1. N.S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences, Leninsky Prosp. 31, 119991 GSP-1 Moscow, Russian Federation;2. Semenov Institute of Chemical Physics, Russian Academy of Sciences, Kosygina 4, 119991 Moscow, Russian Federation;3. A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova St. 28, 119991 Moscow, Russian Federation;4. L.V. Pisarzhevskii Institute of Physical Chemistry of the National Academy of Sciences of Ukraine, Prospekt Nauki 31, 03028 Kiev, Ukraine;1. Department of Chemistry, Istanbul Technical University, Maslak 34469, Istanbul, Turkey;2. Center of Excellence for Advanced Materials Research (CEAMR) and Department of Chemistry, Faculty of Science King Abdulaziz University, Jeddah 21589, Saudi Arabia;1. Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, 610064, China;2. Department of Chemistry, University of Virginia, McCormick Rd, Charlottesville, VA, 22904, USA
Abstract:Chiral dinuclear titanium(IV) complexes (generated in situ from hexadentate Schiff bases and titanium tetra-isopropoxide) have been found to be more effective catalysts for the asymmetric addition of trimethylsilyl cyanide to aldehydes and the ring opening of cyclohexene oxide than their mononuclear analogues. The best results were obtained for benzaldehyde (86% enantiomeric excess) and cyclohexene oxide (89% enantiomeric excess).
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