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919780

Sigma-Aldrich

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

Synonyme(s) :

Pd(dppf)Cl2

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About This Item

Formule linéaire :
(C17H14P)2Fe . PdCl2
Numéro CAS:
72287-26-4
Numéro MDL:
MFCD00015757
Code UNSPSC :
12352103
Nomenclature NACRES :
NA.22

Forme

solid

Niveau de qualité

100

Composition

~ 4 wt.% loading of catalyst

Pertinence de la réaction

reagent type: catalyst
reaction type: Cross Couplings

Chaîne SMILES 

[Pd+2].[Fe+2].P(c6c[c-H]cc6)(c5ccccc5)c4ccccc4.P(c3c[c-H]cc3)(c2ccccc2)c1ccccc1.[Cl-].[Cl-]

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

Clé InChI

NXQGGXCHGDYOHB-UHFFFAOYSA-L

Application

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)

Autres remarques

High-Throughput Reaction Screening with Nanomoles of Solid Reagents Coated on Glass Beads

Versatile Methods to Dispense Sub-Milligram Quantities of Solids using Chemical Coated Beads for High-Throughput Experimentation

ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H350i

Classification des risques

Carc. 1B Inhalation

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

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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ChemBeads, catalyst-coated glass beads, offer a simple and cost-efficient solution for dispensing miniscule amounts of solid chemical reagents for nanomole-scale use in high-throughput reaction screening.

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