N-XantPhos Pd G4
[CAS# 1878105-23-7]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic palladium
• Name: N-XantPhos Pd G4
• Synonyms: (SP-4-4)-[4-(Diphenylphosphino-?P)-6-(diphenylphosphino)-10H-phenoxazine](methanesulfonato-?O)[2'-(methylamino-?N)[1,1'-biphenyl]-2-yl-?C]palladium
• Molecular Formula: C₅₀H₄₃N₂O₄P₂PdS^-
• Molecular Weight: 936.32
• CAS Registry Number: 1878105-23-7
• EC Number: 856-491-4
• SMILES: CNC1=CC=CC=C1C2=CC=CC=[C-]2.CS(=O)(=O)O.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC4=C3OC5=C(N4)C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7.[Pd]

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335-H412
• Precautionary Statements: P261-P264-P271-P273-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-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

Discovory and Applicatios

N-XantPhos Pd G4 is a prominent compound in the field of organometallic chemistry, known for its role as a versatile catalyst in various chemical transformations. This substance features a palladium center coordinated with the N-XantPhos ligand, which is an advanced variant of xantphos, a well-known bidentate ligand.

The discovery of N-XantPhos Pd G4 stems from the need to enhance the efficiency and selectivity of palladium-catalyzed reactions. N-XantPhos, short for N,N'-dimethyl-2,2'-bis(diphenylphosphino)xanthene, is renowned for its ability to form stable palladium complexes and facilitate a range of catalytic processes. The G4 designation indicates a specific generation of this ligand that incorporates additional modifications for improved performance.

The key application of N-XantPhos Pd G4 is in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura and Heck reactions. These reactions are essential for constructing complex organic molecules, particularly in the pharmaceutical and materials industries. The N-XantPhos ligand, due to its unique structural properties, provides exceptional stability and reactivity to the palladium catalyst, leading to higher yields and selectivity in these reactions.

One of the main advantages of N-XantPhos Pd G4 is its ability to operate under mild conditions, making it suitable for a wide range of substrates. This flexibility is crucial for developing new materials and pharmaceuticals, where controlling reaction conditions is often necessary. The ligand's design also enhances the catalyst's tolerance to various functional groups, further broadening its applicability.

Beyond cross-coupling reactions, N-XantPhos Pd G4 is employed in other palladium-catalyzed processes, including oxidative addition and reductive elimination reactions. Its effectiveness in these reactions contributes to its importance in synthetic chemistry and materials science.

Overall, N-XantPhos Pd G4 represents a significant advancement in palladium catalysis, offering enhanced performance and versatility. Its discovery has provided a valuable tool for researchers and industries engaged in the synthesis of complex organic molecules and advanced materials.