[(1,2,3-?)-2-Buten-1-yl]chloro[dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)phosphine-?P]palladium
[CAS# 1798781-99-3]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic palladium
• Name: [(1,2,3-?)-2-Buten-1-yl]chloro[dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)phosphine-?P]palladium
• Molecular Formula: C₃₀H₄₂ClO₂PPd
• Molecular Weight: 607.50
• CAS Registry Number: 1798781-99-3
• SMILES: C/C=C\[C@H]C.[Pd](Cl)(C1CCCCC1)(C2CCCCC2)P(C3=CC(=C(C=C3)OC)C4=C(C=C(C=C4)OC)C5=CC=CC=C5)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Discovory and Applicatios

[(1,2,3-η)-2-Buten-1-yl]chloro[dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)phosphine-κP]palladium is a specialized palladium complex notable for its role in advanced catalytic chemistry. This compound integrates a unique ligand system that enhances the efficiency and selectivity of palladium-catalyzed reactions.

The core structure of this compound consists of a palladium center coordinated with a chloro ligand and a complex phosphine ligand. The phosphine ligand is specifically dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)phosphine, which provides a distinctive steric and electronic environment around the palladium center. This ligand features a biphenyl backbone with methoxy groups, which contribute to the ligand's electronic properties and enhance its ability to stabilize the palladium center.

The discovery of this complex was driven by the need for more efficient and selective catalytic systems in organic synthesis. By incorporating the (1,2,3-η)-2-buten-1-yl group, the palladium center is made more reactive in certain catalytic cycles, facilitating a variety of transformations. This feature is particularly valuable in reactions requiring high precision and control over the reaction pathway.

The primary application of [(1,2,3-η)-2-Buten-1-yl]chloro[dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)phosphine-κP]palladium is in cross-coupling reactions, including the Heck reaction. The Heck reaction, which involves the coupling of aryl or vinyl halides with alkenes, is fundamental in forming carbon-carbon bonds. The use of this palladium complex in such reactions allows for enhanced selectivity and improved yields, making it a valuable tool for synthesizing complex organic molecules.

Additionally, the presence of the (1,2,3-η)-2-buten-1-yl group in the complex offers flexibility in the types of reactions that can be catalyzed. This functionality can lead to the formation of various products depending on the reaction conditions, making this complex versatile for different synthetic applications.

The sophisticated ligand environment provided by the dicyclohexyl and methoxy-substituted biphenyl groups enhances the palladium center's stability and reactivity. This design helps to address common challenges in catalytic chemistry, such as catalyst deactivation and low selectivity.

In summary, [(1,2,3-η)-2-Buten-1-yl]chloro[dicyclohexyl(2',6'-dimethoxy[1,1'-biphenyl]-2-yl)phosphine-κP]palladium represents an important advancement in catalytic chemistry. Its unique ligand system and palladium center configuration make it a powerful tool for facilitating high-precision reactions, particularly in the synthesis of complex organic compounds.