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Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II), also known as BrettPhos Pd G4, is an N-substituted 2-aminobiphenylpalladium methanesulfonate precatalyst. It belongs to the fourth generation (G4) of Buchwald precatalysts and is an improvement over the third generation (G3) precatalysts due to the methylation of the amino group on the biphenyl backbone. This modification enhances the stability and performance of the catalyst. BrettPhos Pd G4 is air, moisture, and thermally stable, with good solubility in common organic solvents, making it highly useful in cross-coupling reactions. It offers several advantages, such as lower catalyst loadings, shorter reaction times, efficient formation of the active catalytic species, and precise control of the ligand: palladium ratio.

1599466-83-7

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1599466-83-7 Usage

Uses

Used in Pharmaceutical Industry:
Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) is used as a catalyst in the synthesis of complex pharmaceutical compounds. Its stability and efficiency in cross-coupling reactions make it an ideal choice for the production of various drug molecules, contributing to the development of new and improved medications.
Used in Chemical Synthesis:
In the field of chemical synthesis, Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) is utilized as a catalyst for cross-coupling reactions, enabling the formation of carbon-carbon and carbon-heteroatom bonds. This is crucial for the synthesis of various organic compounds, including those with potential applications in materials science, agrochemistry, and other industries.
Used in Research and Development:
Methanesulfonato(2-dicyclohexylphosphino-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) is employed as a catalyst in research and development laboratories. Its stability and efficiency in cross-coupling reactions make it a valuable tool for the synthesis of novel compounds and the exploration of new reaction pathways, driving innovation in the field of chemistry.

Reactions

Catalyst used for the N-arylation of amines.

Check Digit Verification of cas no

The CAS Registry Mumber 1599466-83-7 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,5,9,9,4,6 and 6 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1599466-83:
(9*1)+(8*5)+(7*9)+(6*9)+(5*4)+(4*6)+(3*6)+(2*8)+(1*3)=247
247 % 10 = 7
So 1599466-83-7 is a valid CAS Registry Number.

1599466-83-7Downstream Products

1599466-83-7Relevant academic research and scientific papers

N-substituted 2-aminobiphenylpalladium methanesulfonate precatalysts and their use in C-C and C-N cross-couplings

Bruno, Nicholas C.,Niljianskul, Nootaree,Buchwald, Stephen L.

, p. 4161 - 4166 (2014/05/20)

A series of phosphine-ligated palladium precatalysts based on N-methyl- and N-phenyl-2-aminobiphenyl have been developed. Substitution at the nitrogen center prevents the presence of traces of aminobiphenyls that contain a free -NH2 group from contaminating cross-coupling products. These precatalysts produce N-substituted carbazoles upon activation, which cannot consume starting materials. These precatalysts were efficiently generated from 2-aminobiphenyl with minimal purification and found to be highly effective in Suzuki-Miyaura and C-N cross-coupling reactions.

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