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900277

Sigma-Aldrich

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

≥95%

Sinonimo/i:

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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250 MG
CHF 397.00
1 G
CHF 1’100.00

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Cambia visualizzazione
250 MG
CHF 397.00
1 G
CHF 1’100.00

About This Item

Formula empirica (notazione di Hill):
C34H29F12N2O2P
Numero CAS:
Peso molecolare:
756.56
Numero MDL:
Codice UNSPSC:
12352128
NACRES:
NA.22

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Livello qualitativo

Saggio

≥95%

Stato

powder or crystals

Impiego in reazioni chimiche

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

Punto di fusione

160.3 °C

Gruppo funzionale

phosphine

Stringa SMILE

FC(F)(F)c1cc(cc(c1)C(F)(F)F)P(c3c(ccc(c3c4c(cccc4N(C)C)N(C)C)OC)OC)c2cc(cc(c2)C(F)(F)F)C(F)(F)F

InChI

1S/C34H29F12N2O2P/c1-47(2)24-8-7-9-25(48(3)4)28(24)29-26(49-5)10-11-27(50-6)30(29)51(22-14-18(31(35,36)37)12-19(15-22)32(38,39)40)23-16-20(33(41,42)43)13-21(17-23)34(44,45)46/h7-17H,1-6H3
RXBSKAKCDMMHNB-UHFFFAOYSA-N

Applicazioni

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.

Indicazioni di pericolo

Classi di pericolo

Aquatic Chronic 4

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Slide 1 of 7

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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

Contenuto correlato

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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