1445085-55-1

Basic information

• Product Name: XPhos Pd G3
• Synonyms: Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II), Min. 98% [XPhos Palladacycle];Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II), Min. 98%;XPhos Pd G3;Methanesulfonato(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II);(2-Dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate;XPhos-G3-Palladacycle;XPhos Pd G3 95%;(SP-4-3)-[2'-(Amino)[1,1'-biphenyl]-2-yl][dicyclohexyl[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]phosphine](methanesulfonato)palladium
• CAS NO: 1445085-55-1
• Molecular Formula: C₄₆H₆₂NO₃PPdS
• Molecular Weight: 846.46
• Product Categories: Buchwald Ligands&Precatalysts;Buchwald Precatalysts Series;Pd
• Mol File: 1445085-55-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 146-151°C (decomposition)
• Appearance: white to off-white/Powder
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: XPhos Pd G3(CAS DataBase Reference)
• NIST Chemistry Reference: XPhos Pd G3(1445085-55-1)
• EPA Substance Registry System: XPhos Pd G3(1445085-55-1)

Safety Data

• Statements: 52/53
• Safety Statements: 61
• WGK Germany: 3
• Hazardous Substances Data: 1445085-55-1(Hazardous Substances Data)

Usage

Reaction

Palladium precatalyst for facile C-N cross-coupling reactions.

Uses

Different sources of media describe the Uses of 1445085-55-1 differently. You can refer to the following data:
1. Convenient dosable form of XPhos-Pd-G3.0.025 mmoles per capsule (1EA = 0.025 mmoles)
2. XPhos Pd G3 may be used in the following reactions: Cyanation reaction of heterocyclic halides.Coupling of heteroaryl chlorides with polyfluoroaryl zinc reagents. Coupling of 2,6-difluorophenylboronic acid with (hetero)aryl chlorides.

General Description

XPhos 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. XPhos Pd G3 is an excellent reagent for Suzuki cross-coupling reactions. 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.

Upstream product

• 1435520-65-2 (2'-amino-1,1'-biphenyl-2-yl)methanesulfonatopalladium(II) dimer 
• 564483-18-7 XPhos 
• 1445085-50-6 [1,1'-biphenyl]-2-aminium methanesulfonate 
• 90-41-5 2-phenylaniline 

Relevant articles and documents

Design and preparation of new palladium precatalysts for C-C and C-N cross-coupling reactions

A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C-C and C-N bond forming reactions.