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Ruthenium( II ) Complexes with Triphosphane Ligands Combining Planar, Phosphorus, and Carbon Chirality: Application to Asymmetric Reduction of Trifluoroacetophenone
Author(s) -
Barbaro Pierluigi,
Bianchini Claudio,
Giambastiani Giuliano,
Togni Antonio
Publication year - 2003
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200300264
Subject(s) - chemistry , acetonitrile , ruthenium , chirality (physics) , catalysis , transfer hydrogenation , trifluoromethyl , medicinal chemistry , phosphorus , tris , carbon fibers , hydrogen , benzyl alcohol , inorganic chemistry , combinatorial chemistry , organic chemistry , biochemistry , chiral symmetry breaking , physics , alkyl , materials science , quantum mechanics , composite number , nambu–jona lasinio model , composite material , quark
Abstract Dichloro‐, bis(acetonitrile)chloro‐, and tris(acetonitrile)ruthenium( II ) complexes with the triphosphane ligands ( R ) C ‐( S ) Fe ‐( S ) P ‐P3Chir and ( R ) C ‐( S ) Fe ‐( R ) P ‐P3Chir, combining planar, phosphorus, and carbon chirality, were prepared and structurally characterized in solution. The complexes were tested as catalyst precursors for the reduction of trifluoroacetophenone to ( R )‐α‐(trifluoromethyl)benzyl alcohol by either hydrogenation or hydrogen transfer from i PrOH. The best conversion and enantioselectivity was obtained with the tris(acetonitrile) precursor [{( R ) C ‐( S ) Fe ‐( S ) P ‐P3Chir}Ru(CH 3 CN) 3 ](PF 6 ) 2 in hydrogen‐transfer conditions using a basic co‐catalyst. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)