(S)-1-[(RP)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldiphenylphosphine
[CAS# 223121-01-5]

Identification

• Classification: Chemical reagent >> Organic reagent >> Phosphine ligand
• Name: (S)-1-[(RP)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldiphenylphosphine
• Synonyms: (1Rp)-1-[Bis(1,1-dimethylethyl)phosphino]-2-[(1S)-1-(diphenylphosphino)ethyl]ferrocene
• Molecular Formula: C₃₂H₄₀FeP₂
• Molecular Weight: 542.45
• CAS Registry Number: 223121-01-5
• SMILES: [Fe].[CH]1[CH][CH][CH][CH]1.C[C@@H]([C]2[CH][CH][CH][C]2P(C(C)(C)C)C(C)(C)C)P(c3ccccc3)c4ccccc4

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Discovery and Applications

(S)-1-[(RP)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldiphenylphosphine is an advanced chiral ligand in the realm of organometallic chemistry, designed to enhance catalytic processes through its unique structural and electronic properties. This compound incorporates a ferrocenyl core with two distinct phosphine groups: di-tert-butylphosphino and diphenylphosphine. Its discovery and development represent significant progress in asymmetric catalysis.

The ligand's discovery was driven by the need for highly effective and selective catalysts in asymmetric synthesis. The structure of (S)-1-[(RP)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldiphenylphosphine features a chiral ferrocenyl backbone, which is well-regarded for its stability and ability to influence the electronic environment around the metal center. The (S) configuration and the RP substitution pattern are crucial for achieving high enantioselectivity in various catalytic reactions.

This ligand is predominantly employed in asymmetric catalysis, particularly in asymmetric hydrogenation and other stereoselective processes. In these applications, it facilitates the formation of chiral molecules with high precision, which is essential in the synthesis of pharmaceuticals and fine chemicals where chirality is critical.

The (S)-1-[(RP)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldiphenylphosphine ligand enhances the performance of metal catalysts by stabilizing the metal center and improving the overall efficiency of the catalytic process. Its ability to control reaction selectivity and enantioselectivity makes it a valuable tool in both academic research and industrial applications.

In summary, (S)-1-[(RP)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldiphenylphosphine is a notable development in chiral ligand technology, contributing to advancements in asymmetric synthesis and the broader field of organometallic chemistry. Its design and applications reflect the ongoing efforts to optimize catalytic processes and enhance the precision of chemical transformations.

References

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