18437-73-5

Usage

Uses

Used in Chemical Reactions and Organic Synthesis:
Phosphine oxide, (4-fluorophenyl)diphenylis used as a ligand in catalytic reactions for its unique structure and properties that enhance the efficiency and selectivity of various chemical processes.
Used in Transition Metal-Catalyzed Processes:
Phosphine oxide, (4-fluorophenyl)diphenylis employed as a ligand in transition metal-catalyzed processes, where it plays a crucial role in facilitating the desired chemical transformations.
Used in Cross-Coupling Reactions:
Phosphine oxide, (4-fluorophenyl)diphenylis utilized in cross-coupling reactions, a class of chemical reactions that involve the formation of carbon-carbon bonds, enabling the synthesis of complex organic molecules.
Used in Organometallic Chemistry:
Phosphine oxide, (4-fluorophenyl)diphenylis used in organometallic chemistry, where it interacts with metal centers to form organometallic complexes with potential applications in catalysis and materials science.
Used in Synthetic Methodologies:
Phosphine oxide, (4-fluorophenyl)diphenylis employed in various synthetic methodologies, where its unique properties contribute to the development of new synthetic routes and the synthesis of novel compounds.
It is important to handle Phosphine oxide, (4-fluorophenyl)diphenylwith care and in accordance with safety guidelines due to its potential reactivity and hazards associated with phosphorus-containing chemicals.

Upstream product

• 132993-23-8 4-fluorophenyl trifluoromethanesulfonate 
• 4559-70-0 Diphenylphosphine oxide 
• 371-41-5 4-Fluorophenol 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 90172-74-0 S-(p-tolyl) 4-fluorophenylthioate 
• 403-43-0 4-fluorobenzoyl chloride 
• 456-22-4 4-Fluorobenzoic acid 
• 456-06-4 4-fluorobenzoyl hydrazide 
• 352-34-1 4-fluoro-1-iodobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 437-29-6 tris(4-fluorophenyl)bismuthane 
• 1765-93-1 4-fluoroboronic acid 
• 732306-64-8 bis(4-fluorophenyl)iodonium triflate 
• 829-85-6 diphenylphosphane 

Downstream Products

• 61564-22-5 1-[4-(Diphenyl-phosphinoyl)-phenyl]-piperidine 
• 61564-21-4 1-(4-Diphenylphosphanyl-phenyl)-piperidine 
• 61564-23-6 1-[4-(Diphenyl-phosphinothioyl)-phenyl]-piperidine 
• 18437-72-4 diphenyl (4‐fluorophenyl) phosphine 

Relevant academic research and scientific papers

Visible-Light Driven C-P Bond Formation with Recyclable Carbon Nitride Photocatalyst

The development of metal-free chemical process with recyclable heterogeneous catalyst under ambient conditions is highly desired in industrial production, especially for pharmaceutical purpose. We herein reported the efficient synthesis of pharmaceuticall

Palladium anchored on a covalent organic framework as a heterogeneous catalyst for phosphorylation of aryl bromides

A simple azine-linked covalent organic framework (COF) with high thermal and chemical stabilities has been prepared by using deep eutectic solvent (DES) as green media. The as-synthesized COF was employed as heterogeneous ligand for immobilization of PdII. The obtained Pd-supported COF nanoparticles catalyst (defined as Pd/TFPT-Azine-COF) was found to be an efficient heterogeneous catalyst for the Hirao reaction of aryl halides and dialkyl phosphites or diphenylphosphine oxide with excellent recyclability, reusability, and retention of crystallinity.

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.

NiCl 2as a Cheap and Efficient Precatalyst for the Coupling of Aryl Fluorosulfonate and Phosphite/Phosphine Oxide

Herein, NiCl 2is employed as a cheap precatalyst in the formation of C(sp 2)-P bond via cross-coupling reaction of phenol derivatives and phosphine oxides/phosphites. This catalytic system allows a variety of phenols with diverse functional groups to transform into phosphates with good yields. No additional additive is used in this reaction.

Visible-light-induced ligand to metal charge transfer excitation enabled phosphorylation of aryl halides

We herein described a visible light induced nickel(II)-catalyzed cross-coupling of secondary phosphine oxides with aryl halides. The Ni(I)species and chlorine atom radical Cl˙ were generatedviathe ligand to metal charge transfer (LMCT) process of the NiCl2(PPh3)2, which allows nickel(IV)-phosphorus speciesin situformation, giving various tertiary phosphine oxides under photocatalyst-free conditions.

Microwave assisted P–C coupling reactions without directly added P-ligands

Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.

Controllable phosphorylation of thioesters: Selective synthesis of aryl and benzyl phosphoryl compounds

The controllable phosphorylations of thioesters were developed. When the reaction was catalyzed by a palladium catalyst, aryl or alkenyl phosphoryl compounds were generated through decarbonylative coupling, while the benzyl phosphoryl compounds were produced through deoxygenative coupling when the reaction was carried out in the presence of only a base.

Visible-light-mediated semi-heterogeneous black TiO2/nickel dual catalytic C (sp2)-P bond formation toward aryl phosphonates

The combination of black TiO2 nanoparticles (NPs) with a nickel catalyst provides a low-cost, sustainable, and reusable alternative dual catalytic system to a homogeneous counterpart (noble metals). This black TiO2-photoredox/nickel dual catalytic system has efficiently driven C-P bond formation between aryl iodides and diarylphosphine oxides under visible light, providing good to excellent yields as well as tolerating a variety of functional groups. The practical application of this semi-heterogeneous protocol has been highlighted by a sunlight experiment, a gram-scale reaction, and a reusability test.

General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds

Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Br?nsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.

Practical C–P bond formation via heterogeneous photoredox and nickel synergetic catalysis

An efficient C–P bond formation reaction was developed by virtue of the synergetic catalysis strategy by merging heterogeneous photocatalysis and nickel catalysis. This platform utilizing cadmium sulfide semiconductors as heterogeneous photocatalysts and