(1,10-Phenanthroline)(trifluoromethyl)(triphenylphosphine)copper(I)
[CAS# 1334890-93-5]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic copper
• Name: (1,10-Phenanthroline)(trifluoromethyl)(triphenylphosphine)copper(I)
• Molecular Formula: C₃₁H₂₃CuF₃N₂P
• Molecular Weight: 575.04
• CAS Registry Number: 1334890-93-5
• EC Number: 808-211-7
• SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC2=C(C3=C(C=CC=N3)C=C2)N=C1.[C-](F)(F)F.[Cu+]

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319
• Precautionary Statements: P264-P264+P265-P280-P302+P352-P305+P351+P338-P321-P332+P317-P337+P317-P362+P364

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315

Discovory and Applicatios

(1,10-Phenanthroline)(trifluoromethyl)(triphenylphosphine)copper(I) is a notable copper(I) complex known for its distinctive coordination environment and versatility in various chemical applications. This compound features a copper(I) center coordinated with a 1,10-phenanthroline ligand, a trifluoromethyl group, and a triphenylphosphine ligand, creating a structure with unique electronic and steric properties.

The discovery of this copper(I) complex is rooted in the broader field of organometallic chemistry, where copper(I) complexes are explored for their catalytic properties and reactivity. Copper(I) complexes have gained attention due to their ability to facilitate a range of reactions, including oxidation, reduction, and cross-coupling reactions. The combination of ligands in this complex enhances the stability and reactivity of the copper center, making it an attractive candidate for various applications.

The 1,10-phenanthroline ligand in this complex is a bidentate ligand known for its ability to coordinate with metal centers, forming stable chelate complexes. It contributes to the overall stability of the copper(I) center and influences its electronic properties. The trifluoromethyl group, an electron-withdrawing substituent, further modifies the electronic environment around the copper center, making it more electrophilic and potentially enhancing its reactivity in certain reactions.

The triphenylphosphine ligand plays a crucial role in stabilizing the copper center and modulating its reactivity. Triphenylphosphine is a widely used ligand in coordination chemistry due to its ability to donate electron density to the metal center, influencing its oxidation state and reactivity. In this complex, the triphenylphosphine ligand also contributes to the steric environment around the copper center, affecting its interaction with substrates and reagents.

One of the primary applications of (1,10-Phenanthroline)(trifluoromethyl)(triphenylphosphine)copper(I) is in catalysis. Copper(I) complexes are known for their ability to catalyze a variety of organic reactions, including cross-coupling reactions such as the Sonogashira coupling, which involves the formation of carbon-carbon bonds between aryl or vinyl halides and terminal alkynes. The unique ligand environment of this complex can influence the reaction conditions and improve the efficiency and selectivity of the catalysis.

Additionally, this copper(I) complex finds applications in materials science and photochemistry. The electronic properties of the ligands, especially the trifluoromethyl group, can affect the complex's interaction with light and its potential use in photochemical reactions. This property makes it useful in the development of new materials with specific optical or electronic characteristics.

In summary, (1,10-Phenanthroline)(trifluoromethyl)(triphenylphosphine)copper(I) is a versatile copper(I) complex with significant potential in catalysis and materials science. The combination of its ligands creates a unique environment around the copper center, enhancing its reactivity and application in various chemical processes.