CPhos Pd G4
[CAS# 1810068-32-6]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic palladium
• Name: CPhos Pd G4
• Synonyms: [2'-(Dicyclohexylphosphino-?P)-N2,N2,N6,N6-tetramethyl[1,1'-biphenyl]-2,6-diamine](methanesulfonato-?O)[2'-(methylamino-?N)[1,1'-biphenyl]-2-yl-?C]palladium
• Molecular Formula: C₄₂H₅₆N₃O₃PPdS
• Molecular Weight: 820.37
• CAS Registry Number: 1810068-32-6
• SMILES: CNC1=CC=CC=C1C2=CC=CC=[C-]2.CN(C)C1=C(C(=CC=C1)N(C)C)C2=CC=CC=C2P(C3CCCCC3)C4CCCCC4.CS(=O)(=O)O.[Pd]

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319
• Precautionary Statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Discovory and Applicatios

CPhos Pd G4 is a sophisticated palladium-based catalyst that has garnered significant attention in the field of organometallic chemistry, particularly for its role in facilitating various organic transformations. This compound combines a palladium center with the CPhos ligand, a crucial feature that enhances its catalytic properties.

The development of CPhos Pd G4 arose from the need for more effective and versatile catalysts in organic synthesis. Traditional palladium catalysts have been extensively used for cross-coupling reactions and other transformations, but researchers continually seek improvements in terms of activity, stability, and selectivity. The introduction of CPhos Pd G4 represents a significant step forward in this quest.

CPhos, or 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, is a chiral phosphine ligand known for its robust electronic and steric properties. The "G4" designation indicates that this version of the catalyst is a fourth-generation variant, incorporating advancements in ligand design and palladium coordination. The combination of the CPhos ligand with palladium enhances the catalyst's performance, making it more efficient and selective for a range of chemical reactions.

The synthesis of CPhos Pd G4 involves coordinating the palladium metal with the CPhos ligand. This interaction results in a catalyst that is both stable and highly reactive. The fourth-generation improvements in CPhos Pd G4 focus on optimizing the ligand environment around the palladium center, which contributes to its superior catalytic properties.

One of the primary applications of CPhos Pd G4 is in cross-coupling reactions, such as the Suzuki-Miyaura and Heck reactions. These reactions are essential for forming carbon-carbon bonds, which are fundamental in the construction of complex organic molecules, including pharmaceuticals, agrochemicals, and advanced materials. The use of CPhos Pd G4 in these reactions offers increased reaction rates and higher yields of desired products, thanks to its enhanced stability and selectivity.

Beyond cross-coupling, CPhos Pd G4 has demonstrated utility in other areas of organic synthesis. Its ability to facilitate various transformations makes it a valuable tool for synthesizing complex structures. The catalyst’s robustness under different reaction conditions, including those involving sensitive functional groups, adds to its versatility and effectiveness.

Additionally, CPhos Pd G4 is employed in asymmetric synthesis. The chiral nature of the CPhos ligand can influence the stereochemical outcomes of reactions, which is particularly valuable in the production of enantiomerically pure compounds. This property is crucial for the synthesis of chiral drugs and other fine chemicals, where precise control over stereochemistry is required.

In summary, CPhos Pd G4 represents a significant advancement in catalytic chemistry. Its development has provided chemists with a powerful and versatile tool for conducting efficient and selective organic transformations. As research continues to explore its potential, CPhos Pd G4 is expected to make a lasting impact on the field of synthetic chemistry.