1536473-72-9

Basic information

• Product Name: t-BuBrettPhos Palladacycle Gen. 3
• Synonyms: Methanesulfonato 2-Di-t-butylphosphino-3,6-dimethoxy-2'-4' -6'-tri-i-propyl-1,1'-bipheny)(2'-amino-1,1'-biphenyl-2-yl)palladium(II);Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98%;t-BuBrettPhos Palladacycle Gen. 3;Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II),[t-BuBrettPhos Palladacycle Gen. 3];Methanesulfonato(2-(di-t-butylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), dichloromethane adduct, min. 98%[t-BuBrettPhos Palladacycle Gen.
• CAS NO: 1536473-72-9
• Molecular Formula: C44H63NO5PPdS-
• Molecular Weight: 855.433481
• EINECS: -0
• Product Categories: Buchwald Ligands&Precatalysts;Buchwald Precatalysts Series;Pd
• Mol File: 1536473-72-9.mol
• Article Data: 0

Chemical Properties

• Appearance: brown-green/solid
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: t-BuBrettPhos Palladacycle Gen. 3(CAS DataBase Reference)
• NIST Chemistry Reference: t-BuBrettPhos Palladacycle Gen. 3(1536473-72-9)
• EPA Substance Registry System: t-BuBrettPhos Palladacycle Gen. 3(1536473-72-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1536473-72-9(Hazardous Substances Data)

Usage

Description

t-BuBrettPhos Palladacycle Gen. 3, also known as tBuBrettPhos Pd G3, is a third-generation Buchwald precatalyst designed for cross-coupling reactions. It is characterized by its air, moisture, and thermal stability, as well as its high solubility in a wide range of common organic solvents. This precatalyst offers unique advantages such as lower catalyst loadings, shorter reaction times, efficient formation of the active catalytic species, and precise control of the ligand-to-palladium ratio.

Uses

Used in Pharmaceutical Industry:
t-BuBrettPhos Palladacycle Gen. 3 is used as a precatalyst for the N-arylation of amino acid esters with aryl triflates. This application is particularly relevant in the pharmaceutical industry, as it allows for the synthesis of various drug molecules under mild reaction conditions and minimal racemization of the amino acid ester.
Used in Chemical Synthesis:
In the field of chemical synthesis, t-BuBrettPhos Palladacycle Gen. 3 is utilized to catalyze the conversion of aryl halides to phenols in the presence of benzaldoxime as a hydroxide surrogate. This process is valuable for the production of various chemical compounds and intermediates.
Used in Cross-Coupling Reactions:
t-BuBrettPhos Palladacycle Gen. 3 is employed as a catalyst in cross-coupling reactions for the formation of various carbon-based bonds, such as C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. These reactions are essential in the synthesis of complex organic molecules and materials, making this precatalyst a versatile tool in organic chemistry.

Reaction

Palladium catalyst used for the arylation of primary amides. Palladium catalyst used for the synthesis of N-aryl carbamates. Palladium catalyst used for the N-monoarylation of amidines. Palladium catalyst used for the cross-coupling of aryl chlorides and triflates with sodium cyanate – a practical synthesis of unsymmetrical ureas. Palladium catalyst used in the synthesis of imidazo[4,5-b]pyridines and imidazo[4,5]pyrazines through amidation of 2-chloro-3-amino-heterocycles. Palladium catalyst used in the N-arylation of 2-aminothiazoles Palladium catalyst used in the synthesis of diarylethers under mild conditions. Palladium catalyst used in the hydroxylation of aryl and heteroaryl halides.