A. Tillack et al., ASYMMETRIC CATALYSIS .4. HYDROSILYLATION OF ACETOPHENONE WITH PYRROLINE-2,5-DIONE MODIFIED [RH(COD)CL](2) CATALYSTS, Journal of organometallic chemistry, 482(1-2), 1994, pp. 85-91
The reaction of dichloromaleimides with optically active amines afford
s chiral pyrrolin-2,5-diones. The diamines are C-13-NMR-spectroscopica
lly characterized. In addition, the molecular structure of 3-(R)-menth
ylamino-4-phenylamino-pyrrolin-2,5-dion (12) has been determined by X-
ray crystallography. The pyrrolin-2,5-diones have been applied as plan
ar, chiral N,N-ligands to modify the [Rh(COD)Cl](2) catalyst in the as
ymmetric hydrosilylation reaction of acetophenone. However, the optica
l induction observed for this reaction are poor for N,N-ligands as com
pared to the corresponding P,P-ligands.