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Sigma-Aldrich

BrettPhos Pd G3 ChemBeads

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:
Molecular Weight:
906.50
MDL number:

assay

~5 wt.% loading of catalyst

Quality Level

form

solid

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

extent of labeling

~5 wt. % loading of catalyst

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.
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pictograms

Health hazard

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Danger

hcodes

Hazard Classifications

Carc. 1B Inhalation

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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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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