[2'-(Amino)[1,1'-biphenyl]-2-yl][butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine]chloropalladium
[CAS# 1375477-29-4]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Biphenyl compounds
• Name: [2'-(Amino)[1,1'-biphenyl]-2-yl][butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine]chloropalladium
• Synonyms: cataCXium A-Pd-G2
• Molecular Formula: C₃₆H₄₉ClNPPd
• Molecular Weight: 668.63
• CAS Registry Number: 1375477-29-4
• EC Number: 802-987-0
• SMILES: CCCCP(C12CC3CC(C1)CC(C3)C2)C45CC6CC(C4)CC(C6)C5.C1=CC=C([C-]=C1)C2=CC=CC=C2N.Cl[Pd+]

Properties

• Melting point: 220 ºC (decomp.) (Expl.)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

[2'-(Amino)[1,1'-biphenyl]-2-yl][butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine]chloropalladium, also referred to as a palladium complex, is a chemical compound that features a palladium ion coordinated with various ligands, including a biphenyl group, an amino group, and a tricyclic phosphine ligand. This structure suggests that the compound is part of a class of palladium-based catalysts, widely used in organic chemistry for a variety of reactions, particularly in catalysis.

The discovery of this specific palladium complex is tied to ongoing research into organometallic chemistry, which involves metal complexes that feature a direct bond between a metal and carbon. Palladium complexes have been widely studied for their ability to catalyze numerous organic reactions, including cross-coupling reactions, such as the Suzuki, Heck, and Stille reactions. These reactions are crucial in the formation of carbon-carbon bonds, which are important for the synthesis of a wide range of organic molecules, including pharmaceuticals, agrochemicals, and materials.

Palladium complexes, like [2'-(Amino)[1,1'-biphenyl]-2-yl][butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine]chloropalladium, have been specifically designed to improve catalytic efficiency and selectivity in reactions. The combination of the biphenyl and tricyclic phosphine ligands provides steric and electronic properties that influence the reactivity of the palladium center, allowing for more effective catalysis in various organic reactions.

One of the primary applications of such palladium complexes is in cross-coupling reactions. In particular, palladium catalysts play a key role in the Suzuki coupling reaction, where aryl or vinyl boron compounds react with halides or triflates in the presence of a palladium catalyst. This reaction is a fundamental tool for the synthesis of biaryl compounds, which are important in many chemical fields, including drug discovery, materials science, and organic electronics.

Furthermore, these palladium complexes are also involved in the Heck reaction, which involves the coupling of alkenes with aryl halides or other electrophiles. This type of reaction is useful for the synthesis of various conjugated organic molecules, which can be further applied in the development of organic semiconductors, specialty chemicals, and materials with specific electronic properties.

In addition to their role in organic synthesis, palladium-based catalysts like [2'-(Amino)[1,1'-biphenyl]-2-yl][butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine]chloropalladium have potential applications in the development of new catalytic processes for industrial-scale reactions. The versatility and stability of these palladium complexes allow for their use in continuous flow reactors, which are becoming increasingly popular in industrial chemistry due to their ability to streamline production processes, reduce waste, and improve efficiency.

In conclusion, [2'-(Amino)[1,1'-biphenyl]-2-yl][butylbis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine]chloropalladium is a palladium-based catalyst that plays a crucial role in facilitating cross-coupling reactions, including the Suzuki and Heck reactions. Its applications are mainly in the synthesis of biaryl and conjugated organic compounds, as well as in the development of efficient catalytic processes for industrial applications. The unique combination of ligands in this palladium complex enhances its reactivity and selectivity, making it an important tool for chemists in both academic research and industrial chemistry.