(R)-1-[(S)-2-(2'-Diphenyphosphinophenyl)ferrocenyl]ethyldiphenylphosphine
[CAS# 1854067-25-6]

Identification

• Classification: Chemical reagent >> Organic reagent >> Phosphine ligand
• Name: (R)-1-[(S)-2-(2'-Diphenyphosphinophenyl)ferrocenyl]ethyldiphenylphosphine
• Molecular Formula: C₄₂H₃₁FeP₂
• Molecular Weight: 653.49
• CAS Registry Number: 1854067-25-6
• SMILES: C[C@@H](P(C1=CC=CC=C1)C2=CC=CC=C2)[C-]34[Fe+2]56789%10%11([C-]%12C8=C9C%10=C%11%12)C3=C5C6=C47C%13=CC=CC=C%13P(C%14=CC=CC=C%14)C%15=CC=CC=C%15

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P305+P351+P338

Discovory and Applicatios

(R)-1-[(S)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine is a noteworthy compound in the field of organometallic chemistry, recognized for its role as a ligand in various catalytic applications. This chemical substance features a unique chiral ligand structure, combining ferrocenyl and diphenylphosphine groups, which contributes to its significant catalytic properties.

The discovery of this compound was driven by the need for advanced chiral ligands that could enhance the efficiency and selectivity of asymmetric synthesis. Chiral ligands are crucial in asymmetric catalysis, where they help control the stereochemistry of reactions to produce enantiomerically pure compounds. The specific design of (R)-1-[(S)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine incorporates both the ferrocenyl unit and diphenylphosphine groups, providing a unique steric and electronic environment around the central chiral center.

The synthesis of this ligand involves the careful construction of the ferrocenyl framework, combined with the introduction of diphenylphosphine groups at specific positions. The (R)- and (S)-designations indicate the chiral nature of the ligand, which is essential for its effectiveness in asymmetric catalysis. The resulting compound is characterized by its ability to coordinate with transition metals, such as palladium or rhodium, forming stable and active catalytic complexes.

One of the primary applications of (R)-1-[(S)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine is in asymmetric catalysis. The ligand is used in a variety of reactions, including cross-coupling reactions and other transformations that require high levels of stereochemical control. The unique structure of the ligand enhances the ability of the metal complex to facilitate these reactions with high enantioselectivity, leading to the formation of chiral products with high purity.

In addition to asymmetric catalysis, this compound has found applications in the development of new materials and in the study of reaction mechanisms. The ferrocenyl group provides stability and electronic properties that can influence the behavior of the metal complex, making it useful in a range of synthetic applications. Researchers have explored its potential in developing new catalysts and materials with tailored properties for specific applications.

The versatility and effectiveness of (R)-1-[(S)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine in asymmetric synthesis highlight its importance in both academic research and industrial processes. Its ability to control stereochemistry and enhance catalytic performance makes it a valuable tool for producing chiral compounds and advancing the field of organometallic chemistry.

In summary, (R)-1-[(S)-2-(2'-Diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine represents a significant advancement in chiral ligand design. Its discovery and applications have provided chemists with a powerful tool for asymmetric synthesis and other catalytic processes, contributing to the development of new and innovative chemical transformations.