10.1021/ic0346533.s002
Sébastien Schoumacker
Sébastien
Schoumacker
Olivier Hamelin
Olivier
Hamelin
Jacques Pécaut
Jacques
Pécaut
Marc Fontecave
Marc
Fontecave
Catalytic Asymmetric Sulfoxidation by Chiral Manganese Complexes:
Acetylacetonate Anions as Chirality Switches
American Chemical Society
2003
Catalytic Asymmetric Sulfoxidation
sulfide oxidation
Chirality Switches
achiral acac anion
Mn 2
aryl alkyl sulfides
Enantiomeric excesses
H 2 O 2
R sulfoxide enantiomer
2003-12-01 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Catalytic_Asymmetric_Sulfoxidation_by_Chiral_Manganese_Complexes_Acetylacetonate_Anions_as_Chirality_Switches/3358069
Three manganese(II) complexes, namely [Mn(<b>1</b>)(ClO<sub>4</sub>)<sub>2</sub>] (<b>3</b>), [Mn(<b>1</b>)(acac)<sub>2</sub>] (<b>4</b>), and [Mn<sub>2</sub>(<b>1</b>)(acac)<sub>4</sub>] (<b>5</b>), were isolated
from solutions of Mn(ClO<sub>4</sub>)<sub>2</sub> or Mn(acac)<sub>2</sub>, and an easily accessible diimine ligand (1<i>S</i>,2<i>S</i>)-<i>N</i>,<i>N</i>‘-bis-pyridin-2-ylmethylene-cyclohexane-1,2-diamine (<b>1</b>). Their structure was determined by X-ray crystallography, and these
complexes proved to be catalysts for asymmetric sulfide oxidation by H<sub>2</sub>O<sub>2</sub>. 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(<b>1</b>)(ClO<sub>4</sub>)<sub>2</sub>] from the <i>S</i> to the <i>R</i>
sulfoxide enantiomer.