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730998 Sigma-Aldrich

tBuBrettPhos

97%

Synonym: 2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl, t-Bu Brett Phos, t-BuBrett Phos, t-BuBrett-Phos, t-BuBrettPhos, [3,6-Dimethoxy-2′,4′,6′-tris(1-methylethyl) [1,1′-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine, tert-ButylBrettPhos, tertButylBrettPhos

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Properties

Related Categories Buchwald Ligands, Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis, Catalysis and Inorganic Chemistry,
InChI Key   REWLCYPYZCHYSS-UHFFFAOYSA-N
assay   97%
mp   166-170 °C
reaction suitability   reagent type: ligand
reaction type: Arylations
  reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reagent type: ligand
reaction type: C-X Bond Formation
  reagent type: ligand
reaction type: Fluorinations

Description

Packaging

1, 5, 50 g in glass bottle

100, 500 mg in glass bottle

Legal Information

Usage subject to US Patent 7,858,784

Application

Buchwald Phosphine Ligands for chemical Synthesis

Common applications
• Buchwald-Hartwig amination and C-O coupling
• Suzuki, Negishi, Stille, Hiyama, Sonogashira cross-couplings
• α-Arylation reaction


New Applications:
• Conversion of aryl and vinyl triflates to bromides and chlorides
• Conversion of aryl triflates to aryl fluorides
• O-Arylation of ethyl acetohydroximate
• Conversion of aryl chlorides and sulfonates to nitroaromatics

Features and Benefits

• White crystalline solid
• Air- and moisture-stable
• Thermally stable
• Highly efficient
• Wide functional group tolerance
• Excellent selectivity and conversion

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Mild and general palladium-catalyzed synthesis of methyl aryl ethers enabled by the use of a palladacycle precatalyst

A general method for the Pd-catalyzed coupling of methanol with (hetero)aryl halides is described. The reactions proceed under mild conditions with a wide range of aryl and heteroaryl halides to give...
Keywords: Catalysis, Chromatography, Column chromatography

Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides

An efficient method for the palladium-catalyzed amination of unprotected bromoimidazoles and bromopyrazoles is presented. The transformation is facilitated by the use of our newly developed Pd precat...
Keywords: Aminations, Catalysis, Chromatography, Column chromatography, Ligands, transformation

Stephen Buchwald Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Stephen Buchwald Group – Professor Product Portal
Keywords: Aminations, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Coupling reactions, Cross couplings, Fluorinations, Ligands, Solvents, transformation

Related Content

Buchwald Precatalysts and Ligand Guide

Dialkylbiaryl phospine ligands, and the precatalysts derived from them, are commonly referred to as Buchwald Precatalysts and Ligands. These reagents have developed into a highly valuable class of co...
Keywords: Catalysis, Ligands

Peer-Reviewed Papers
15

References

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