Chloro(2-{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)gold(I)
[CAS# 1334547-76-0]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Biphenyl compounds
• Name: Chloro(2-{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)gold(I)
• Molecular Formula: C₃₉H₃₇AuClF₁₂O₂P
• Molecular Weight: 1029.08
• CAS Registry Number: 1334547-76-0
• EC Number: 802-988-6
• SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)C2=C(C=CC(=C2P(C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)OC)OC)C(C)C.Cl[Au]

Properties

• Melting point: 238-241 ºC (decomp.)

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
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319

Discovory and Applicatios

Chloro(2-{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)gold(I) is a sophisticated gold(I) complex notable for its advanced ligand design and potential in various chemical applications. This compound features a gold center coordinated by a chloro ligand and a highly specialized phosphine ligand, which includes a complex biphenyl framework with several substituents.

The discovery of this gold(I) complex is part of a broader effort to develop specialized gold-based catalysts that can offer unique properties compared to traditional metal catalysts. Gold(I) complexes have gained prominence due to their ability to participate in a range of reactions that involve the formation and breaking of carbon-carbon and carbon-heteroatom bonds. The incorporation of the phosphine ligand with its multiple substituents enhances the stability and reactivity of the gold center.

The phosphine ligand in this complex is particularly noteworthy. It consists of a bisphosphine structure with each phosphine group bearing three trifluoromethyl-substituted phenyl rings. The trifluoromethyl groups provide significant electron-withdrawing effects, which stabilize the gold center and modulate its electronic properties. Additionally, the biphenyl backbone, substituted with methoxy and isopropyl groups, contributes to the overall steric environment around the gold center, influencing its reactivity and selectivity in chemical reactions.

In terms of applications, Chloro(2-{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)gold(I) has potential use in various catalytic processes. Gold(I) complexes are known for their ability to catalyze oxidation, addition, and cyclization reactions, often with high selectivity. The unique ligand design of this complex enhances its ability to catalyze reactions involving unsaturated organic substrates, making it valuable in the synthesis of complex organic molecules.

One significant application of this gold(I) complex is in the field of organic synthesis, particularly in transformations that require mild conditions and high selectivity. For example, it can be employed in reactions such as gold-catalyzed hydrophosphonylation, where the complex facilitates the addition of phosphines to alkenes or alkynes. The use of this catalyst allows for the formation of new carbon-phosphorus bonds with high efficiency.

Moreover, the complex's distinctive ligand environment can be exploited in material science and nanotechnology. The electronic and steric properties imparted by the ligands can influence the formation of gold nanoparticles or other nanostructures, which are useful in various technological applications, including sensing and imaging.

In summary, Chloro(2-{bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl)gold(I) represents a cutting-edge gold(I) complex with advanced ligand design. Its potential in catalysis and material science underscores the importance of tailoring metal complexes for specific chemical applications, offering new possibilities in organic synthesis and nanotechnology.