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Key Documents

919780

Sigma-Aldrich

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

Sinônimo(s):

Pd(dppf)Cl2

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About This Item

Fórmula linear:
(C17H14P)2Fe . PdCl2
Número CAS:
Código UNSPSC:
12352103
NACRES:
NA.22

forma

solid

Nível de qualidade

composição

~ 4 wt.% loading of catalyst

adequação da reação

reagent type: catalyst
reaction type: Cross Couplings

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;;/q2*-1;;;2*+2/p-2

chave InChI

NXQGGXCHGDYOHB-UHFFFAOYSA-L

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.

ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.

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For larger scale uses, product also available in powdered form (697230) & (931217)

Pictogramas

Health hazard

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Carc. 1B Inhalation

Código de classe de armazenamento

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II): an effective catalyst for cross-coupling reaction of a secondary alkyl grignard reagent with organic halides
Hayashi T, et al.
Tetrahedron Letters, 20(21), 1871-1874 (1979)
Star−Shaped Oligothiophenes for Solution−Processible Organic Field-Effect Transistors
Ponomarenko S A, et al.
Advances in Functional Materials, 13(8), 591-596 (2003)
Sho Fujii et al.
Physical chemistry chemical physics : PCCP, 19(42), 28943-28949 (2017-10-24)
A novel sensor, 4-[2-(9-anthryl)ethynyl]-1,10-phenanthroline (1), exhibits highly intense fluorescent in the wavelength region of 440-600 nm (maximum wavelength (λf) = 470 nm) with the quantum yield (Φf) and lifetime (τf) being 0.90 and 4.2 ns, respectively, in CH3CN at 298
Ana L Aguirre et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 27(51), 12981-12986 (2021-07-08)
High-throughput experimentation (HTE) methods are central to modern medicinal chemistry. While many HTE approaches to C-N and Csp2 -Csp2 bonds are available, options for Csp2 -Csp3 bonds are limited. We report here how the adaptation of nickel-catalyzed cross-electrophile coupling of

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