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Rapid racemization of chiral non-racemic sec-alcohols catalyzed by (η-C5(CH3)5)Ru complexes bearing tertiary phosphine-primary amine chelate ligands
Authors:Masato ItoAkihide Osaku  Sachiko KitaharaMakoto Hirakawa  Takao Ikariya
Institution:Department of Applied Chemistry, Graduate School of Science and Engineering and Frontier Collaborative Research Center, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8552, Japan
Abstract:A ternary catalyst system of Cp*RuCl(cod)-2-diphenylphosphinoethylamine-KOt-Bu (Cp*=η5-C5(CH3)5, cod=1,5-cyclooctadiene) causes rapid racemization of chiral non-racemic sec-alcohols, which results from the reversible hydrogen transfer between sec-alcohols and ketones. Both tertiary phosphine and primary amine functionalities in the ligand are responsible for the high rate.
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