1160861-53-9

Basic information

• Product Name: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos
• Synonyms: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos;2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl;[3,6-Dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine;Di-tert-butyl(2',4',6'-triisopropyl-3,6-dimethoxybiphenyl-2-yl)phosphine;2-(Di-t-butylphosphino)-3,6-diMethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl;2-(Di-tert-butylphosphino)-2',4',6'-triisopropyl-3,6-diMethoxybiphenyl, 97+%;Di-tert-butyl(2',4',6'-triisopropyl-3,6-dimethoxy-[1,1'-biphenyl]-2-yl)phosphine;2-(Di-tert-butylphosphino)-2',4',6'-triisopropyl-3,6-diMethoxybiphenyl
• CAS NO: 1160861-53-9
• Molecular Formula: C₃₁H₄₉O₂P
• Molecular Weight: 484.693321
• Product Categories: Achiral Phosphine;Aryl Phosphine;Buchwald Ligands Series;Buchwald Ligands&Precatalysts
• Mol File: 1160861-53-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 166-170°C
• Boiling Point: 534.9±50.0 °C(Predicted)
• Appearance: white/crystal
• CAS DataBase Reference: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos(1160861-53-9)
• EPA Substance Registry System: 2-(Di-t-butylphosphino)-3,6-dimethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl, min. 98% t-butylBrettPhos(1160861-53-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1160861-53-9(Hazardous Substances Data)

Usage

Reaction

Ligand used in the Pd-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides. Ligand used in the Pd-catalyzed O-arylation of ethyl acetohydroximates. Ligand used in the Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics. Ligand used in the Pd-catalyzed cross-coupling of amides and aryl mesylates.

General Description

tBuBrettPhos is a dialkylbiaryl phosphine ligand developed by the Buchwald group. It promotes cross-coupling reactions more efficiently and exhibits improved reactivity compared to other catalytic systems.

Upstream product

• 13716-10-4 di(tert-butyl)chlorophosphine 
• 1402393-56-9 2-bromo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl 
• 108894-99-1 (2,4,6-triisopropylphenyl)magnesium bromide 
• 82830-49-7 2-fluoro-1,4-dimethoxybenzene 
• 1070663-76-1 2-iodo-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl 
• 21524-34-5 2,4,6-triisopropyl-1-bromobenzene 

Relevant articles and documents

Method for synthesizing large-steric-hindrance biphenyl organic phosphine compound

The invention discloses a method for synthesizing a large-steric-hindrance biphenyl organic phosphine compound, relates to a synthesis method of 2-dialkylphosphine-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl, and belongs to the field of organic synthesis. In a water-free oxygen-free atmosphere, dialkyl phosphine chloride is used as a raw material to react with magnesium to generate dialkyl phosphine magnesium chloride, and then dialkyl phosphine magnesium chloride reacts with 2-halo-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl under the action of a nickel catalyst to generate 2-dialkylphosphine-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl. Compared with the prior art, the method has the advantages of mild reaction conditions, high yield and simple post-treatment, and is suitable for industrial production.

An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chlorides

A catalyst based on a new biarylphosphine ligand (3) for the Pd-catalyzed cross-coupling reactions of amides and aryl chlorides is described. This system shows the highest turnover frequencies reported to date for these reactions, especially for aryl chloride substrates bearing an ortho substituent. An array of amides and aryl chlorides were successfully reacted in good to excellent yields.