(SP-4-3)-[[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine-κP](methanesulfonato-κO)[2'-(methylamino-κN)[1,1'-biphenyl]-2-yl-κC]-Palladium
[CAS# 1599466-85-9]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Biphenyl compounds
• Name: (SP-4-3)-[[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine-κP](methanesulfonato-κO)[2'-(methylamino-κN)[1,1'-biphenyl]-2-yl-κC]-Palladium
• Molecular Formula: C₄₄H₅₈NO₅PPdS
• Molecular Weight: 850.39
• CAS Registry Number: 1599466-85-9
• EC Number: 812-846-5
• SMILES: [Pd+2].CNC1C=CC=CC=1C1=[C-]C=CC=C1.CS([O-])(=O)=O.CC(C)OC1=CC=CC(OC(C)C)=C1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1

Properties

• Melting point: 240 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335-H412
• Safety Statements: P261-P264-P270-P271-P273-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2A	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovery and Applications

(SP-4-3)-[[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine-κP](methanesulfonato-κO)[2'-(methylamino-κN)[1,1'-biphenyl]-2-yl-κC]-Palladium is a sophisticated palladium complex with significant applications in organic synthesis. The discovery of this compound stemmed from the quest to enhance the efficiency and selectivity of palladium-based catalysts.

This complex features a palladium center coordinated by various ligands, including the bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine and methylamino-[1,1'-biphenyl]-2-yl groups. This unique ligand arrangement contributes to the stabilization of the palladium center, which is crucial for improving catalytic performance.

The primary application of this palladium complex is in cross-coupling reactions, a fundamental type of reaction in organic chemistry used for forming carbon-carbon bonds. The palladium complex facilitates the coupling of different organic substrates, which is essential in the synthesis of complex molecules utilized in pharmaceuticals, agrochemicals, and material science.

The specific design of (SP-4-3)-[[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine-κP](methanesulfonato-κO)[2'-(methylamino-κN)[1,1'-biphenyl]-2-yl-κC]-Palladium enhances its catalytic efficiency and selectivity. The methanesulfonato ligand stabilizes the palladium center, while the dicyclohexylphosphine and biphenyl groups contribute to the electronic and steric properties necessary for effective catalysis. This tailored approach allows for precise control over reaction conditions and improved yields of desired products.

In addition to cross-coupling reactions, this palladium complex is also valuable in other catalytic transformations, including Suzuki-Miyaura coupling and Heck reactions. Its versatility makes it an important tool in both research and industrial applications, contributing to the development of new materials and pharmaceuticals.

In summary, (SP-4-3)-[[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine-κP](methanesulfonato-κO)[2'-(methylamino-κN)[1,1'-biphenyl]-2-yl-κC]-Palladium is a notable palladium complex with enhanced catalytic properties. Its innovative ligand environment provides significant advantages in modern chemical synthesis and industrial applications.

References

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