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Merck
CN

928321

Sigma-Aldrich

BrettPhos Pd G3 ChemBeads

~5 wt.% loading of catalyst, solid

Synonym(s):

[(2-Di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′- triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′ -biphenyl)]palladium(II) methanesulfonate methanesulfonate

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About This Item

Empirical Formula (Hill Notation):
C48H66NO5PPdS
CAS Number:
1470372-59-8
Molecular Weight:
906.50
MDL number:
MFCD22572666
UNSPSC Code:
12352101
NACRES:
NA.82

Key Documents

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Product Name

BrettPhos Pd G3 ChemBeads,

Assay

~5 wt.% loading of catalyst

Quality Level

100

form

solid

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

extent of labeling

~5 wt. % loading of catalyst

SMILES string

[Pd+]c5c(cccc5)c6c(cccc6)N.P(C4CCCCC4)(C3CCCCC3)c1c(ccc(c1c2c(cc(cc2C(C)C)C(C)C)C(C)C)OC)OC.[S](=O)(=O)([O-])C

InChI key

PQYBJDCHLVJYSD-UHFFFAOYSA-M

General description

BrettPhos Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. BrettPhos Pd G3 is an excellent reagent for Buchwald-Hartwig cross-coupling reaction. 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 (761605)

Application

BrettPhos Pd G3 may be used for the C-N coupling reaction between monosubstituted ureas and 1,2 dihaloaromatic system to form benzimidazolones.It may be used in the synthesis of following compounds:

  • [Pd(cinnamyl)(BrettPhos)]OTf by reacting with [(cinnamyl)PdCl]2 and AgOTf.
  • [Pd(crotyl)(BrettPhos)]OTf by reacting with [(crotyl)PdCl]2 and AgOTf.
  • [Pd(allyl)(BrettPhos)]OTf by reacting with [(allyl)PdCl]2 and AgOTf.
  • Pd(allyl)(BrettPhos)Cl by reacting with [(allyl)PdCl]2.
Learn more about ChemBeads products

Other Notes

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

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H350i

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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Certificates of Analysis (COA)

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