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697230

Sigma-Aldrich

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)

Sinônimo(s):

Pd(dppf)Cl2

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About This Item

Fórmula linear:
(C17H14P)2Fe · PdCl2
Número CAS:
Peso molecular:
731.70
Número CE:
Número MDL:
Código UNSPSC:
12352300
ID de substância PubChem:
NACRES:
NA.22

forma

powder

Nível de qualidade

adequação da reação

core: palladium
reaction type: Cross Couplings
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: Buchwald-Hartwig Cross Coupling Reaction

pf

266-283 °C (lit.)

cadeia de caracteres SMILES

[Fe].Cl[Pd]Cl.[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6

InChI

1S/2C17H14P.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*1-14H;2*1H;;/q;;;;;+2/p-2

chave InChI

JCWIWBWXCVGEAN-UHFFFAOYSA-L

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Aplicação

Catalyst for C-C and C-N coupling reaction.
Pd(dppf)Cl2 may be used as an effective palladium catalyst in the following reactions:
  • Cross-coupling of sec-alkyl and n-alkyl Grignard reagents with high yield and selectivity.
  • Suzuki coupling of aryl boronic esters with [11C]methyl iodide to form functionalized [11C]toluene derivatives.
  • Kumada cross-coupling of 1,3,5-tribromobenzene with Grignard reagents to form star-shaped oligothiophenes.
For small scale and high throughput uses, product is also available as ChemBeads (919780)

produto relacionado

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


Certificados de análise (COA)

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A Pd(II)-catalyzed ring expansion-reaction of cyclic 2-azidoalcohol derivatives was found to proceed via an unprecedented C-C bond cleavage-C-N bond formation sequence, providing substituted azaheterocycles.
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Star?Shaped Oligothiophenes for Solution?Processible Organic Field?Effect Transistors.
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Advances in Functional Materials, 13(8), 591-596 (2003)
An improved synthesis of substituted [11C] toluenes via Suzuki coupling with [11C] methyl iodide
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Artigos

Tandem hydroboration Suzuki Coupling both intermolecular and intramolecular gave diverse alkyl substituted products dppf

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