1179-05-1

Usage

Uses

Used in Chemical Synthesis:
Triphenylphosphine is employed as a reagent in the synthesis of organic and inorganic compounds, leveraging its unique chemical properties to facilitate various reactions.
Used as a Ligand in Metal Complexes:
In coordination chemistry, triphenylphosphine serves as a ligand, bonding to metal atoms to form stable metal complexes. This application is crucial for the development of catalysts and other functional materials.
Used in Catalysis of Organic Reactions:
Triphenylphosphine is utilized as a catalyst in a wide array of organic reactions, enhancing the efficiency and selectivity of these processes. Its ability to participate in transition metal-catalyzed reactions makes it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in the Pharmaceutical Industry:
In the pharmaceutical sector, triphenylphosphine is used in the synthesis of various drug compounds, contributing to the development of new medications and therapies.
Used in the Agrochemical Industry:
Similarly, in agrochemicals, triphenylphosphine plays a role in the production of pesticides and other crop protection agents, supporting agricultural productivity and food security.
Used in the Specialty Chemicals Industry:
Phosphine, 1,3-phenylenebis[diphenylis also applied in the synthesis of specialty chemicals, which are used in a diverse range of applications, from coatings and adhesives to advanced materials for various industries.

Upstream product

• 1448813-56-6 1,3-phenylenebis((diphenylphosphanyl)methanone) 
• 108-36-1 1,3-dibromobenzene 
• 1079-66-9 chloro-diphenylphosphine 
• 829-85-6 diphenylphosphane 
• 40841-62-1 (diphenylphosphino)(p-tolyl)methanone 
• 1257322-40-9 1,3-phenylene-bis(diphenylphosphine-borane) 

Downstream Products

• 1415495-30-5 C₃₄H₂₈O₂P₂Rh⁽¹⁺⁾*CF₃O₃S^(1-) 
• 1415495-34-9 C₃₂H₂₈P₂ 
• 138996-88-0 1,3-bis(phenylphosphino)benzene 
• 829-85-6 diphenylphosphane 
• 138996-90-4 C₃₀H₂₆P₂ 
• 138996-91-5 C₃₀H₂₆P₂ 

Relevant academic research and scientific papers

Mechanistically Guided One Pot Synthesis of Phosphine-Phosphite and Its Implication in Asymmetric Hydrogenation

Although hybrid bidentate ligands are known to yield highly enantioselective products in asymmetric hydrogenation (AH), synthesis of these ligands is an arduous process. Herein, a one pot, atom-economic synthesis of a hybrid phosphine-phosphite (L1) is reported. After understanding the reactivity difference between an O-nucleophile versus C-nucleophile, one pot synthesis of Senphos (L1) was achieved (72 %). When L1 was treated with [Rh], 31P NMR revealed bidentate coordination to Rh. Senphos, in the presence of rhodium, catalyzes the AH of Methyl-2-acetamido-3-phenylacrylate and discloses an unprecedented turn over frequency of 2289, along with excellent enantio-selectivity (92 %). The generality is demonstrated by hydrogenating an array of alkenes. The AH operates under mild conditions of 1–2 bar H2 pressure, at room temperature. The practical relevance of L1 is demonstrated by scaling-up the reaction to 1 g and by synthesizing DOPA, a drug widely employed for the treatment of Parkinson's disease. Computational insights indicate that the R isomer is preferred by 3.8 kcal/mol over the S isomer.

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.

Differentially Substituted Phosphines via Decarbonylation of Acylphosphines

A new route to phosphines was developed by a method that features a "pre-join and transform" process that proceeds via acylphosphine intermediates that may be readily prepared from carboxylic acids and disubstituted phosphines. The efficient decarbonylations of these acylphosphines using a nickel catalyst delivered the corresponding phosphines. This method shows that the carboxyl group can play a role similar to halides or triflates for introducing a substituted phosphorus atom on an aromatic ring.

Novel phosphite palladium complexes and their application in C-P cross-coupling reactions

A mono- and a 1,3-bis-phosphite arene ligand based on 2,2′-biphenol have been synthesized in order to study the synthesis of the corresponding palladium(II) complexes starting from different Pd precursors. Novel bis-phosphite palladium complex 1 [PdCl2(L)2] (L = dibenzo[d,f][1,3,2]dioxaphosphepin, 6-phenoxy), C,P-chelate bonded monophosphite palladium complex 2 [Pd(κ2-L)(μ-Cl)]2, and PCP-pincer palladium complex 3 have been prepared from these ligands in promising to excellent yields (50-95%). Additionally, complexes 1 and 3 have been characterized by X-ray crystal structure determinations. The application of 2,6-bis-phosphite pincer palladium(II) complex 3 in C-P cross-coupling between diphenylphosphine-borane and a wide range of various aryl iodides under very mild conditions is reported. Kinetic investigations indicate that 3 merely acts as a pre-catalyst and that Pd nanoparticles are the actual catalytically active species.