(S)-DIOP
(4S,5S)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane
Chiral Ligands
Catalysts
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(S)-DIOP is the chiral bidentate phosphine ligand developed by Henri Kagan in 1971, marking the first practical demonstration that chiral phosphine ligands could induce high enantioselectivity in rhodium-catalyzed hydrogenation. It remains historically significant in asymmetric catalysis.
Applications
- Asymmetric hydrogenation of dehydroamino acids (Rh)
- Enantioselective hydroformylation
- Asymmetric hydrosilylation
- Synthesis of chiral α-amino acids
Specifications
| Property | Value |
|---|---|
| CAS | 43249-01-8 |
| Molecular Formula | C23H24O2P2 |
| Molecular Weight | 398.38 g/mol |
| Purity | >98% |
| Optical Rotation | [α]D -27° (c 1, CHCl3) |
Features
- Historic first practical chiral ligand
- Diol-protected backbone for stability
- Cost-effective vs. later ligands
- Versatile across transition metals
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