18437-72-4

Usage

Uses

Used in Organic Synthesis:
Phosphine, (4-fluorophenyl)diphenylis used as a reagent in organic synthesis for the preparation of various complex molecules. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable tool in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Catalysis:
In the field of catalysis, Phosphine, (4-fluorophenyl)diphenylis used as a ligand for transition metal complexes. Its ability to form stable complexes with metals enhances the catalytic activity and selectivity of these metal catalysts, which is crucial for efficient and environmentally friendly chemical processes.
Used in Materials Science:
Phosphine, (4-fluorophenyl)diphenylmay have potential applications in materials science, where its unique properties could be harnessed to develop new materials with improved performance. This could include applications in areas such as electronics, photonics, and energy storage.
Used in Pharmaceutical Research:
Due to its potential interactions with biological systems, Phosphine, (4-fluorophenyl)diphenylmay also be used in pharmaceutical research as a starting material for the development of new drugs or as a tool to study biological processes at the molecular level. However, further research is needed to fully understand its potential in this field and to mitigate any associated health risks.

Upstream product

• 352-34-1 4-fluoro-1-iodobenzene 
• 40841-62-1 (diphenylphosphino)(p-tolyl)methanone 
• 829-85-6 diphenylphosphane 
• 18437-73-5 diphenyl-p-fluorobenzene-phosphine oxide 
• 132993-23-8 4-fluorophenyl trifluoromethanesulfonate 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 791-28-6 Triphenylphosphine oxide 
• 1079-66-9 chloro-diphenylphosphine 
• 1031-93-2 diphenyl(p-tolyl)phosphine 
• 603-35-0 triphenylphosphine 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 4376-01-6 sodium diphenylphosphide 
• 7650-91-1 benzyldiphenylphosphane 
• 6002-34-2 tert-butyldiphenylphosphine 

Downstream Products

• 68581-35-1 PdCl₂{(C₆H₅)2P(C₆H₄F)}2 
• 68581-35-1 (p-fluorophenyldiphenylphosphine)2PdCl₂ 
• 18437-73-5 diphenyl-p-fluorobenzene-phosphine oxide 
• 348119-57-3 cis-tetracarbonyl[(4-fluorophenyl)-diphenylphosphine-P](piperidine-N)-molybdenium⁽⁰⁾ 
• 93581-93-2 Pd(SCN)2((FC₆H₄)P(C₆H₅)2)2 
• 54300-52-6 C₁₈H₁₄FPSe 
• 68899-56-9 Benzyldiphenyl-p-fluorphenylphosphonium 

Relevant academic research and scientific papers

Palladium-Catalyzed C-P(III) Bond Formation by Coupling ArBr/ArOTf with Acylphosphines

Palladium-catalyzed C-P bond formation reaction of ArBr/ArOTf using acylphosphines as differential phosphination reagents is reported. The acylphosphines show practicable reactivity with ArBr and ArOTf as the phosphination reagents, though they are inert to the air and moisture. The reaction affords trivalent phosphines directly in good yields with a broad substrate scope and functional group tolerance. This reaction discloses the acylphosphines' capability as new phosphorus sources for the direct synthesis of trivalent phosphines.

Synthesis method of phosphine (III) compound

The invention aims to provide an aryl phosphine oxide compound as a raw material, wherein P=O keys are activated by an acid anhydride and alkali is continued. The preparation of the phosphine (III) compound is carried out under the action of a crown ether and a reducing agent. The method has the advantages of cheap and easily available raw materials, simple operation, high atomic economy and the like. Compared with a traditional reduction mode, the method is ingenious in design, waste emission is reduced, separation of intermediate products is omitted, and related reagents such as silicon hydrogen, aluminum, boron and the like with higher price can be avoided. And the reaction suitability is extensive.

Preparation method of aryl diphenyl phosphine derivative

The invention belongs to the technical field of preparation of organic compounds, and discloses a preparation method of an aryl diphenyl phosphine derivative. The method comprises the following stepsof adding a bromobenzene derivative, diphenylphosphine and KOH into a solvent, and reacting at 100-130 DEG C under the protection of nitrogen to obtain the aryl diphenylphosphine derivative. KOH is used as a catalyst, and a noble metal catalyst is not needed, so that the cost is reduced, and the method is green and environment-friendly; and the method is simple to operate, high in safety, high inyield and suitable for large-scale production.

Efficient potassium hydroxide promoted P-arylation of aryl halides with diphenylphosphine

A simple synthetic method of triarylphosphine compounds by KOH-promoted P-Arylation reaction of aryl halides with diphenylphosphine is presented. Notably, this transformation could smoothly proceed with high yields under transition-metal-free and mild reaction conditions. In addition, this protocol is valuable for industrial application due to the convenient operation and readily accessible aromatic halides. A possible explanation of the reaction mechanism was proposed based on the experimental data.

Ready Approach to Organophosphines from ArCl via Selective Cleavage of C-P Bonds by Sodium

The preparation, application, and reaction mechanism of sodium phosphide R2PNa and other alkali metal phosphides R2PM (M = Li and K) have been studied. R2PNa could be prepared, accurately and selectively, via the reactions of SD (sodium finely dispersed in mineral oil) with phosphinites R2POR′ and chlorophosphines R2PCl. R2PNa could also be prepared from triarylphosphines and diarylphosphines via the selective cleavage of C-P bonds. Na was superior to Li and K for these reactions. R2PNa reacted with a variety of ArCl to efficiently produce R2PAr. ArCl is superior to ArBr and ArI since they only gave low yields of the products. In addition, Ph2PNa is superior to Ph2PLi and Ph2PK since Ph2PLi did not produce the coupling product with PhCl, while Ph2PK only gave a low yield of the product. An electron-withdrawing group on the benzene ring of ArCl greatly accelerated the reactions with R2PNa, while an alkyl group reduced the reactivity. Vinyl chloride and alkyl chlorides RCl also reacted efficiently. While t-BuCl did not produce the corresponding product, admantyl halides could give the corresponding phosphine in high yields. A wide range of phosphines were prepared by this method from the corresponding chlorides. Unsymmetric phosphines could also be conveniently generated in one pot starting from Ph3P. Chiral phosphines were also obtained in good yields from the reactions of menthyl chlorides with R2PNa. Possible mechanistic pathways were given for the reductive cleavage of R3P by sodium generating R2PNa and the substitution reactions of R2PNa with ArCl generating R2PAr.

An efficient heterogeneous cross-coupling of aryl iodides with diphenylphosphine catalyzed by copper (I) immobilized in MCM-41

The heterogeneous cross-coupling reaction of aryl iodides with diphenylphosphine was achieved in toluene at 115?°C in the presence of 10?mol% of phenanthroline-functionalized MCM-41-supported copper (I) complex (Phen-MCM-41-CuI) with Cs2CO3 as base, yielding various unsymmetric triarylphosphines in good to excellent yields. This protocol can tolerate a wide range of functional groups and does not need the use of expensive additives or harsh reaction conditions. This heterogeneous Cu (I) catalyst exhibited the same catalytic activity as homogeneous CuI/Phen system, and could easily be recovered by a simple filtration of the reaction solution and recycled up to seven times without significant loss of activity.

A practical synthesis of unsymmetrical triarylphosphines by heterogeneous palladium(0)-catalyzed cross-coupling of aryl iodides with diphenylphosphine

The heterogeneous cross-coupling reaction of aryl iodides with diphenylphosphine was achieved in DMAc at 130 °C in the presence of 1.0 mol% of MCM-41-supported tridentate nitrogen palladium(0) complex [MCM-41-3N-Pd(0)] with KOAc as base, yielding a variety of unsymmetrical triarylphosphines in good to excellent yields. The turnover frequency (TOF) of the catalyst can reach 30.67 h?1. This new heterogeneous palladium(0) catalyst could easily be prepared by a simple procedure from commercially readily available reagents, and exhibited the same catalytic activity as homogeneous Pd(OAc)2 or Pd(PPh3)4, and could be recovered by filtration of the reaction solution and recycled at least seven times without significant loss of catalytic activity.

Palladium-catalyzed C–P(III) bond formation reaction with acylphosphines as phosphorus source

Palladium-catalyzed C–P(III) bond formation reaction employing acylphosphines as the phosphorus source was developed. Under the optimized conditions, acylphosphines could react with aryl halides directly affording trivalent phosphines in up to 94% yield.

General and selective copper-catalyzed reduction of tertiary and secondary phosphine oxides: Convenient synthesis of phosphines

Novel catalytic reductions of tertiary and secondary phosphine oxides to phosphines have been developed. Using tetramethyldisiloxane (TMDS) as a mild reducing agent in the presence of copper complexes, PO bonds are selectively reduced in the presence of other reducible functional groups (FGs) such as ketones, esters, and olefins. Based on this transformation, an efficient one pot reduction/phosphination domino sequence allows for the synthesis of a variety of functionalized aromatic and aliphatic phosphines in good yields.