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Sigma-Aldrich

DPPF Pd G4

95%

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About This Item

Empirical Formula (Hill Notation):
C48H43FeNO3P2PdS
CAS Number:
Molecular Weight:
938.14
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22

Quality Level

assay

95%

form

powder

feature

generation 4

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

mp

201 °C

functional group

phosphine

storage temp.

−20°C

SMILES string

CNC1=C(C2=C([Pd]OS(=O)(C)=O)C=CC=C2)C=CC=C1.[C]3(P(C4=CC=CC=C4)C5=CC=CC=C5)[C][C][C][C]3.[C]6(P(C7=CC=CC=C7)C8=CC=CC=C8)[C][C][C][C]6.[Fe]

Application

DPPF Pd G4 is a fourth generation (G4) Buchwald precatalyst that is similar to the third generation (G3) precatalysts except that the amino group on the biphenyl backbone is methylated. This modification helps to prevent the limitations found when using the third generation precatalysts. It is air, moisture, and thermally-stable and shows good solubility in common organic solvents.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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

Articles

G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.

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