384842-25-5

Basic information

• Product Name: vBRIDP
• Synonyms: vBRIDP;Di-t-butyl(2,2-diphenyl-1-methylvinyl)phosphine vBRIDP;Bis(1,1-dimethylethyl)(1-methyl-2,2-diphenylethenyl)phosphine;vBRIDP(regR);Di-t-butyl(2,2-diphenyl-1-methylvinyl)phosphine;vBRIDP®vBRIDP[R];Di-t-butyl(2,2-diphenyl-1-methylvinyl)phosphine, min. 98% vBRIDP
• CAS NO: 384842-25-5
• Molecular Formula: C₂₃H₃₁P
• Molecular Weight: 338.466001
• Product Categories: organophosphine ligand;Achiral Phosphine;Aryl Phosphine
• Mol File: 384842-25-5.mol

Chemical Properties

• Melting Point: 133°C(lit.)
• Appearance: white to pale yellow/crystal
• Storage Temp.: 2-8°C
• Water Solubility: Insoluble in water
• Sensitive: air sensitive, store cold
• CAS DataBase Reference: vBRIDP(CAS DataBase Reference)
• NIST Chemistry Reference: vBRIDP(384842-25-5)
• EPA Substance Registry System: vBRIDP(384842-25-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 384842-25-5(Hazardous Substances Data)

Usage

Reactions

Ligand effective for many classes of palladium-catalyzed coupling of aryl halides, including the Miyaura-Suzuki, BuchwaldHartwig, Sonogashira, Heck, aryl etherification, and carbonylation reactions. Ligand used in the palladium catalyzed Suzuki-Miyaura coupling of aryl boronic acids. Ligand employed in the palladium-catalyzed Buchwald-Hartwig aryl amination reaction.

Uses

Catalyst for:Preparation of biphenylsAmination of aryl bromides and chlorides

Upstream product

• 108-86-1 bromobenzene 
• 13716-10-4 di(tert-butyl)chlorophosphine 
• 781-32-8 2-bromo-1,1-diphenylpropene 

Relevant articles and documents

A novel (2,2-diarylvinyl)phosphine/palladium catalyst for effective aromatic amination

A new series of diarylvinylphosphine ligands was designed and synthesized. A catalyst system, consisting of the ligands and palladium species, effectively catalyzed the coupling reaction of aryl bromides and chlorides with amines to afford the corresponding products in good to excellent yields. The efficiency is likely derived from an interaction between the palladium center and the cisaryl moiety on the diarylvinylphosphine ligand stabilizing a catalytic intermediate during the coupling reaction.

2,2-(Diaryl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst

A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

2,2 (Diarlyl) Vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst

A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.