4963-95-5

Usage

Uses

Used in Organometallic Chemistry:
Phosphorinane, 1-phenyl-, 1-oxide is utilized as a ligand in organometallic chemistry, where it contributes to the stabilization and reactivity of metal complexes, enhancing their performance in various catalytic processes.
Used in Organic Synthesis:
In the field of organic synthesis, Phosphorinane, 1-phenyl-, 1-oxide serves as a chiral building block, enabling the creation of enantiomerically pure compounds, which are essential in pharmaceutical development and other chemical applications.
Used in Asymmetric Synthesis Reactions:
Phosphorinane, 1-phenyl-, 1-oxide is employed as a chiral auxiliary or chiral ligand in asymmetric synthesis reactions, where it plays a pivotal role in controlling the stereochemistry of the reaction, leading to the selective formation of desired enantiomers.
Used in Pharmaceutical Production:
Phosphorinane, 1-phenyl-, 1-oxide is used in the production of pharmaceuticals, where its chiral properties are harnessed to create effective and selective drug molecules with improved therapeutic potential.
Used in Agrochemicals:
Phosphorinane, 1-phenyl-, 1-oxide also finds application in the agrochemical industry, where it aids in the synthesis of chiral pesticides and other agrochemical products, contributing to more targeted and environmentally friendly solutions.
Used in Materials Science:
In the realm of materials science, Phosphorinane, 1-phenyl-, 1-oxide is used in the preparation of chiral polymers and materials, which have potential applications in various high-tech industries, including sensors, catalysts, and advanced materials with unique properties.

Upstream product

• 3302-83-8 1-phenylphosphinane 
• 59386-57-1 1-benzyl-1-phenyl-phosphinanium 
• 59432-47-2 1,1-diphenyl-phosphinanium; bromide 
• 4963-86-4 pent-4-enylphenylphosphine 
• 111-24-0 1,5-dibromo-pentane 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 829-85-6 diphenylphosphane 
• 1101-41-3 Tetraphenyldiphosphin 

Downstream Products

• 3302-83-8 1-phenylphosphinane 
• 31082-05-0 1-benzyl-1-phenyl-phosphinanium; bromide 
• 70388-65-7 (Z)-1,4-diphenyl-1-butene 
• 3412-44-0 (1E)-1,3-diphenylpropene 
• 5209-18-7 cis-1,3-diphenylpropene 
• 27066-35-9 (E)-1,4-diphenylbut-1-ene 
• 6111-82-6 (E)-1-phenyl-1-hexene 
• 15325-54-9 (Z)-hex-1-en-1-ylbenzene 
• 766-90-5 cis-1-phenyl-1-propylene 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 645-49-8 cis-stilben 
• 873-66-5 1-propenylbenzene 

Relevant academic research and scientific papers

Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes

The reaction between 1,4-di-Grignard reagents and phosphonous(III) dichlorides is a classical method for the direct synthesis of phospholanes. Reported here is an extension of this approach to the preparation of value-added, annulated phospholane oxides, achieved through the combination of carbocyclic-fused di-Grignard reagents and readily available phosphonic(V) dichlorides. The procedure is amenable to (benz)annulation at both the 2,3- and 3,4-positions of the phospholane ring, and a variety of aliphatic, cyclic and aryl P-electrophiles are tolerated in reasonable to excellent yields.

Trans stereoselectivity in the reaction of cyclic phosphonium salts with aromatic aldehydes

The Wittig olefination of substituted aromatic aldehydes with ylides from phosphorinanium salts [RCH2P(Ph)(CH2)5]+Br- in which the phosphorus atom is incorporated into a six-membered ring, is E-selective.

Solvolysis of phosphonium compounds containing a thiophenoxy group linked to phosphorus

A kinetic study of the solvolysis of six alkylphenyl thiophenoxyphosphonium chlorides in 50% water/ methanol is reported. The rates of solvolysis, where thiophenol and phosphine oxides are formed, are little influenced by the substituents linked to phosphorus. The present findings are in sharp contrast to the 104 higher rate of the alkaline decomposition of tetraphenyl as compared to trialkylphenyl phosphonium salts, where phenyl is the leaving group. Further, the rate of solvolysis of the cyclic phenyl thiophenoxyphospholanium salt, is nearly identical to the rate of the corresponding dialkylphenyl thiophenoxyphosphonium compound. Calculation of the activation parameters of the solvolysis of thiophenoxyphosphonium compounds shows that the underlying reaction forces, expressed as activation energies and entropies, are strongly influenced by the substituents. The results suggest that the thiophenoxy group is expelled from the pentacovalent, trigonal bipyramidal reaction intermediate, before pseudorotation of the substituents linked to phosphorus takes place.