34825-99-5

Usage

Uses

Used in Organic Synthesis:
O-(DIPHENYLPHOSPHINO)BENZONITRILE is used as a phosphine ligand for [enhancing the reactivity and selectivity of metal catalysts] in various organic synthesis reactions, such as hydrogenation and cross-coupling reactions.
Used in Coordination Chemistry:
O-(DIPHENYLPHOSPHINO)BENZONITRILE is used as a ligand to form coordination complexes with various transition metals, which are often used as catalysts in chemical transformations.
Used in Pharmaceutical Industry:
O-(DIPHENYLPHOSPHINO)BENZONITRILE is used as a reagent in the development of pharmaceutical compounds, as its coordination complexes with metal catalysts can facilitate the synthesis of bioactive molecules.
Used in Chemical Research:
O-(DIPHENYLPHOSPHINO)BENZONITRILE is used as a research tool in the study of coordination chemistry and catalysis, enabling the investigation of the properties and mechanisms of metal complexes in various chemical reactions.

InChI:InChI=1/C19H14NP/c20-15-16-9-7-8-14-19(16)21(17-10-3-1-4-11-17)18-12-5-2-6-13-18/h1-14H

Upstream product

• 873-32-5 2-Chlorobenzonitrile 
• 16040-48-5 KP(diphenyl)(dioxane)2 
• 2042-37-7 o-cyanobromobenzene 
• 1079-66-9 chloro-diphenylphosphine 
• 394-47-8 2-fluorobenzonitrile 
• 829-85-6 diphenylphosphane 
• 603-35-0 triphenylphosphine 
• 17154-34-6 (trimethylsilyl)diphenylphosphine 
• 1402577-16-5 2-(diphenylphosphoryl)benzonitrile 
• 4001-73-4 2-Bromobenzamide 
• 88-65-3 2-bromobenzoic-acid 
• 6609-57-0 2-ethoxybenzonitrile 
• 6609-54-7 2-cyanothioanisole 
• 6476-32-0 o-phenoxybenzonitrile 

Downstream Products

• 50777-77-0 2-(diphenylphosphinoyl)benzaldehyde 
• 148461-14-7 (4S)-2-[2-(diphenylphosphino)phenyl]-4-isopropyl-4,5-dihydro-1,3-oxazole 
• 148461-13-6 (+)-(4S)-4-Benzyl-4,5-dihydro-2-<2'-(diphenylphosphino)phenyl>-4-oxazole 
• 148461-15-8 (S)-(+)-2-[2-(diphenylphosphino)phenyl]-4-phenyl-4,5-dihydrooxazole 
• 148461-16-9 (S)-4-(tert-butyl)-2-(2-(diphenylphosphaneyl)phenyl)-4,5-dihydrooxazole 
• 177263-77-3 (2-(diphenylphosphanyl)phenyl)methanamine 
• 212312-33-9 (3aR,8aS)-2[2-(diphenylphosphanyl)phenyl]-3a,8a-dihydroindane[1,2-d]oxazole 
• 292140-03-5 (+/-)-2-[2-(diphenylphosphino)phenyl]-5,6-dihydro-4-phenyl-4H-1,3-oxazine 
• 96483-10-2 [(o-(diphenylphosphino)benzonitrile)dibromopalladium(II)]2*0.25CH₂Cl₂ 
• 1402577-16-5 2-(diphenylphosphoryl)benzonitrile 

Relevant academic research and scientific papers

A Straightforward Synthesis of 1,2-Azaphosphindoles

Treatment of ortho-(diphenylphosphanyl)phenyl nitriles with an excess of lithium at room temperature in THF gives 1,2-azaphosphindolides, which can react with RX (benzyl bromide, 1-bromopropane, and 1,2-dibromoethane) to form 2H-1,2-azaphosphindoles and g

Convenient Synthesis of Cationic Titanium Complexes with Tridentate Cp, N, P-Ligand Framework: FLP-Like Reactivity at the Ti-N Bond and Unexpected Ligand Hydrogenation Reaction

The convenient synthesis of cationic titanium complexes 4a,b is reported, starting from the titanium monopentafulvene complex 1 (Cp?Ti(Cl)(π-η5:σ- η1-C5H4=CR2; CR2 = adamantylidene) and the

Solvent-free palladium-catalyzed phosphination of aryl bromides and triflates with triphenylphosphine

Palladium-catalyzed phosphination of substituted aryl bromides and triflates using triphenylphosphine as the phosphinating agent was developed using solvent-free conditions. This operationally simple method tolerates ketone, aldehyde, ester, nitrile and e

A Very Simple Synthesis of Annelated λ3- and λ5-Phosphanaphthalenes

ortho-Phosphinobenzonitriles (or thieno, pyridino analogues) react with dimethyl acetylenedicarboxylate between –78 °C and room temperature to give annelated λ5-phosphanaphthalenes. Interesting variations of the fluorescence properties are observed when the R substituents at P are alkyl or aryl. When R = tBu, the thermolysis of the product affords the corresponding trivalent phosphanaphthalene.

Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles

The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles.

Phosphination of Phenol Derivatives and Applications to Divergent Synthesis of Phosphine Ligands

We describe a general and efficient protocol for the synthesis of organophosphine compounds from phenols and phosphines (R2PH) via a metal-free C-O bond cleavage and C-P bond formation process. This approach exhibits broad substrate scope and excellent functional group tolerance. The synthetic utilities of this protocol were demonstrated by the synthesis of chiral ligands via the various transformations of cyano groups and their applications in asymmetric catalysis.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

ORGANIC MAGNESIUM PHOSPHIDE AND MANUFACTURING METHOD THEREOF, ORGANIC MAGNESIUM PHOSPHIDE COMPLEX AND MANUFACTURING METHOD THEREOF, AND MANUFACTURING METHOD OF ORGANIC PHOSPHORUS COMPOUND USING SAID PHOSPHIDE

An organic magnesium phosphide expressed by Formula (1) below and an organic magnesium phosphide complex expressed by Formula (9) below are provided, and a manufacturing method of organic phosphorus compound is characterized in that the above compounds used as a reagent is reacted with an electrophile: wherein R1 and R2 are each independently an aliphatic group, heteroaliphatic group, alicyclic group, or heterocyclic group, and X is chlorine, bromine, or iodine, wherein R3 and R4 are each independently an aliphatic group, heteroaliphatic group, aromatic group, alicyclic group, or heterocyclic group, and X and Y are each independently chlorine, bromine, or iodine.

NHC-Catalyzed Synthesis of Benzazole-Phosphine Ligands under an Air Atmosphere

An efficient strategy for the synthesis of benzazole-phosphine ligand precursors via N -heterocyclic carbene catalyzed aerobic oxidative cyclization reaction has been performed. The reaction displays broad functional group tolerance and high atom economy,

HYDROGENATION OF CARBONYLS WITH TETRADENTATE PNNP LIGAND RUTHENIUM COMPLEXES

The present invention relates to catalytic hydrogenation processes, using Ru complexes with tetradentate ligands of formula L in hydrogenation processes for the reduction of ketone, aldehyde, ester or lactone into the corresponding alcohol or diol respectively. The described processes use a ruthenium complex of the formula (1) as defined below, and where the ligand (L) is defined by the Markush formula shown above.