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ASYMMETRIC CATALYSIS .4. HYDROSILYLATION OF ACETOPHENONE WITH PYRROLINE-2,5-DIONE MODIFIED [RH(COD)CL](2) CATALYSTS
The reaction of dichloromaleimides with optically active amines affords chiral pyrrolin-2,5-diones. The diamines are C-13-NMR-spectroscopically characterized. In addition, the molecular structure of 1-(R)-menthyl-3-(R)-menthylamino-4-phenylamino-pyrrolin-2,5-dion (12) has been determined by X-ray crystallography. The pyrrolin-2,5-diones have been applied as planar, chiral N,N-ligands to modify the [Rh(COD)Cl](2) catalyst in the asymmetric hydrosilylation reaction of acetophenone. However, the optical induction observed for this reaction are poor for N,N-ligands as compared to the corresponding P,P-ligands.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem