Chiral Auxillary

  • ChemPubSoc Europe Logo
  • Author: Angewandte Chemie
  • Published Date: 07 August 2010
  • Source / Publisher: Angewandte Chemie International Edition/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: Chiral Auxillary

The research group of Meggers, who are based in Marburg, Germany, has reported the first example of enantioselective synthesis of "chiral-at-metal" ruthenium complexes mediated by a chiral sulfoxide auxiliary.

This proof-of-principle study shows that chiral (S)-(isopropylsulfinyl)phenol is capable of inducing (and even catalyzing) conversion of achiral trans-[Ru(bpy)2(MeCN)2]2+ into the chiral cis-Δ-[Ru(bpy)2{(S)-(isopropylsulfinyl)phenolato}]+ species (see scheme). Ingenious reaction conditions were employed to keep the starting material out of solution and help secure a good level of enantioselectivity.

The results of this study remove the necessity to resolve racemates, thus making the preparation of these six-coordinate complexes more atom-efficient.

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