Sigma-Aldrich Brettphos Pd G4

Name: Sigma-Aldrich Brettphos Pd G4
SKU: SIALGSK-804355-5G
Price: 1020.00 USD

List Price $1,020.00 Your Price $1,020.00

Sigma-Aldrich Brettphos Pd G4 - SIALGSK (Additional S&H or Hazmat Fees May Apply)

NETA PART: SIALGSK-804355-5G

MFG.PART: 804355-5G

UNSPSC: 12352128

Manufacturer: Sigma-Aldrich

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Description

Product Name

BrettPhos Pd G4,

assay

95%

Quality Level

100

form

powder

feature

generation 4

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

functional group

phosphine

SMILES string

CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1C2=C(P(C3CCCCC3)C4CCCCC4)C(OC)=CC=C2OC.CNC5=C(C6=C([Pd]OS(C)(=O)=O)C=CC=C6)C=CC=C5

InChI

1S/C35H53O2P.C13H12N.CH4O3S.Pd/c1-23(2)26-21-29(24(3)4)33(30(22-26)25(5)6)34-31(36-7)19-20-32(37-8)35(34)38(27-15-11-9-12-16-27)28-17-13-10-14-18-28;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;/h19-25,27-28H,9-18H2,1-8H3;2-7,9-10,14H,1H3;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

YVIWYUQZBYFFLZ-UHFFFAOYSA-M

Related Categories

Buchwald Catalysts & Ligands

Catalysts

Cross-Coupling Catalysts

Palladium Catalysts

Transition Metal Catalysts

General description

BrettPhos Pd G4 is an N-substituted 2-aminobiphenylpalladium methanesulfonate precatalyst.[1] It is a fourth generation (G4) Buchwald precatalyst that is similar to the third generation (G3) precatalysts except that the amino group on the biphenyl backbone is methylated. This modification helps to prevent the limitations of using the third generation precatalysts. It is air, moisture and thermally-stable and shows good solubility in common organic solvents. BrettPhos Pd G4 is highly useful in cross-coupling reactions. Some of its excellent features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.

Application

High Throughput Experimentation in Pharmaceutical Process Chemistry: This study evaluates the efficacy of BrettPhos Pd G4 in a ring closure reaction, emphasizing its selectivity and yield, which supports its potential utility in pharmaceutical synthesis (Solazzo, 2022).
Synthesis and characterization of fluorescent amino acid dimethylaminoacridonylalanine: Research detailing the use of various Buchwald precatalysts including BrettPhos Pd G4. The study explores the synthesis of a fluorescent amino acid, highlighting the specific conditions where BrettPhos Pd G4 provided notable benefits over other catalysts (Jones et Al., 2021).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c