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928283

Sigma-Aldrich

RuPhos Pd G3 ChemBeads

Synonym(s):

Adam’s (2-Dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, RuPhos-G3-Palladacycle, RuPhos-Pd-G3

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About This Item

Empirical Formula (Hill Notation):
C43H56NO5PPdS
CAS Number:
Molecular Weight:
836.37
UNSPSC Code:
12352101
NACRES:
NA.82

form

solid

Quality Level

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

extent of labeling

~5 wt. % loading of catalyst

SMILES string

NC1=C(C2=C([Pd](OS(=O)(C)=O)P(C3CCCCC3)(C4CCCCC4)C5=CC=CC=C5C6=C(C=CC=C6OC(C)C)OC(C)C)C=CC=C2)C=CC=C1

General description

RuPhos Pd G3 is a third generation (G3) Buchwald precatalyst that can be used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. It is air-, moisture-, and thermally-stable and is highly soluble in a wide range of common organic solvents. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.

For larger scale uses, product also available in powdered form (763403)

Application

RuPhos Pd G3 can be used as a pre-catalyst in the following protocols:

Palladium-catalyzed Suzuki coupling of 5-p-toluenesulfonyltetrazoles with arylboronic acids to synthesize 1,5-disubstituted tetrazoles.Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of 3-alkylthiophenes in the presence of N-methylimidodiacetic (MIDA)-boronate monomers. Suzuki-Miyaura-cross-coupling of aminothiophenes.

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.

Learn more about ChemBeads products

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 1B Inhalation

Storage Class Code

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

WGK

WGK 3


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