1148148-01-9

Basic information

• Product Name: BrettPhosPalladacycle
• Synonyms: Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2'-4'-6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(II);Chloro[2-(dicyclohexylphosphino)-3,6-diMethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl][2-(2-aMinoethyl)phenyl]palladiuM(II),98%;BrettPhos Pd G1 Methyl-t-Butyl Ether Adduct;Chloro[2-(dicyclohexylphosphino)-3,6-diMethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl][2-(2-aMinoethyl)phenyl]palladiuM(II), Min. 98% [BrettPhos Palladacycle];Chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoeth;Chloro[2-(dicyclohexylphosphino)-3,6-diMethoxy-2'-4'-6'-tri-i-propyl-1,1'-biphenyl][2-(2-Minoethyl)phenyl]palladiuM(II),Min.98%[BrettPhosPalladacycle];(BrettPhos) palladium(II) phenethylamine chloride;BrettPhos Palladacycle
• CAS NO: 1148148-01-9
• Molecular Formula: C43H63ClNO2PPd
• Molecular Weight: 797.804641
• Product Categories: Buchwald Ligands&Precatalysts;Buchwald Precatalysts Series;Pd
• Mol File: 1148148-01-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 198-204 °C
• Appearance: white/Powder
• CAS DataBase Reference: BrettPhosPalladacycle(CAS DataBase Reference)
• NIST Chemistry Reference: BrettPhosPalladacycle(1148148-01-9)
• EPA Substance Registry System: BrettPhosPalladacycle(1148148-01-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 1148148-01-9(Hazardous Substances Data)

Usage

Description

BrettPhosPalladacycle, also known as BrettPhos Pd G1, is a first-generation (G1) palladacycle precatalyst derived from Buchwald's work. It is specifically designed for use in palladium-catalyzed cross-coupling reactions, which are essential in the formation of various carbon-based bonds, such as C-C, C-N, C-O, C-F, C-CF3, and C-S. The active Pd(0) species in the G1 precatalyst is easily generated through deprotonation with a base, resulting in a highly active catalyst that can function even at temperatures as low as -40°C. This makes BrettPhosPalladacycle a versatile and efficient catalyst for a wide range of cross-coupling protocols.

Uses

Used in Pharmaceutical Industry:
BrettPhosPalladacycle is used as a catalyst for C,N-cross coupling of unprotected 3-halo-2-aminopyridines with primary and secondary amines. This application is crucial in the synthesis of various pharmaceutical compounds, as it allows for the formation of complex molecular structures with potential therapeutic properties.
Used in Chemical Synthesis:
BrettPhosPalladacycle is used as a catalyst in amination reactions, which are vital in the production of various chemical compounds and materials. The catalyst's high activity and versatility make it an ideal choice for synthesizing a wide range of products, from specialty chemicals to advanced materials.
Used in Material Science:
In the field of material science, BrettPhosPalladacycle is used as a catalyst for the N-arylation of aminophenols. This reaction is essential in the development of new materials with specific properties, such as improved conductivity, stability, or reactivity. The catalyst's ability to function at low temperatures and its compatibility with a variety of cross-coupling protocols make it a valuable tool in material science research and development.

Reaction

Catalyst for cross-coupling reactions using aryl mesylates with electron-deficient anilines. Catalyst for rapid C-N bond-forming processes at low catalyst loading. Cross-coupling of 3-Bromo-2-aminopyridine with primary amines.