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900277

Sigma-Aldrich

Bis(3,5-bis(trifluoromethyl)phenyl)(2′,6′-bis(dimethylamino)-3,6-dimethoxybiphenyl-2-yl)phosphine

≥95%

Synonym(s):

2′-(Bis(3,5-bis(trifluoromethyl)phenyl)phosphanyl)-3′,6′-dimethoxy-N ,N ,N ,N -tetramethyl-[1,1′-biphenyl]-2,6-diamine, 2′-(Bis(3,5-bis(trifluoromethyl)phenyl)phosphanyl)-3′,6′-dimethoxyN2,N2,N6,N6 -tetramethyl-[1,1′-biphenyl]-2,6-diamine, 2-{Bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy -2′,6′-bis(dimethylamino)-1,1′-biphenyl

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About This Item

Empirical Formula (Hill Notation):
C34H29F12N2O2P
CAS Number:
1810068-30-4
Molecular Weight:
756.56
UNSPSC Code:
12352128
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings
reagent type: ligand

mp

160.3 °C

functional group

phosphine

Application

As the Pd G4 complex, this revolutionary ligand from the Buchwald group offers best-in-class performance in the arylation of sterically hindered secondary amines.

Hazard Statements

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Nathaniel H Park et al.
Angewandte Chemie (International ed. in English), 54(28), 8259-8262 (2015-06-03)
In Pd-catalyzed C-N cross-coupling reactions, α-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl α-branched tertiary amines, new catalysts have been designed

Related Content

Buchwald Group – Professor Product Portal

The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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