%0 Generic
%A Schoumacker, Sébastien
%A Hamelin, Olivier
%A Pécaut, Jacques
%A Fontecave, Marc
%D 2003
%T Catalytic Asymmetric Sulfoxidation by Chiral Manganese Complexes:
Acetylacetonate Anions as Chirality Switches
%U https://acs.figshare.com/articles/dataset/Catalytic_Asymmetric_Sulfoxidation_by_Chiral_Manganese_Complexes_Acetylacetonate_Anions_as_Chirality_Switches/3358060
%R 10.1021/ic0346533.s003
%2 https://acs.figshare.com/ndownloader/files/5197366
%K Catalytic Asymmetric Sulfoxidation
%K sulfide oxidation
%K Chirality Switches
%K achiral acac anion
%K Mn 2
%K aryl alkyl sulfides
%K Enantiomeric excesses
%K H 2 O 2
%K R sulfoxide enantiomer
%X Three manganese(II) complexes, namely [Mn(1)(ClO4)2] (3), [Mn(1)(acac)2] (4), and [Mn2(1)(acac)4] (5), were isolated
from solutions of Mn(ClO4)2 or Mn(acac)2, and an easily accessible diimine ligand (1S,2S)-N,N‘-bis-pyridin-2-ylmethylene-cyclohexane-1,2-diamine (1). Their structure was determined by X-ray crystallography, and these
complexes proved to be catalysts for asymmetric sulfide oxidation by H2O2. Enantiomeric excesses ranging from
5% to 62% were obtained with a variety of aryl alkyl sulfides. We also observed an interesting “chirality switch”
effect by the achiral acac anion reversing the enantioselectivity of the complex [Mn(1)(ClO4)2] from the S to the R
sulfoxide enantiomer.
%I ACS Publications