1028206-56-5

Basic information

• Product Name: XPhos Pd G1
• Synonyms: [2-(2-AMinoethyl)phenyl](chloro)palladiuM-dicyclohexyl(2',4',6'-triisopropyl-2-biphenylyl)phosphine (1:1);Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) ;XPhos Palladacycle;XPhos precatalyst;XPhos Pd G1;Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II) methyl-t-butylether adduct;XPhos Pd;Chloro(2-dicyclohexylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl] palladium(II) methyl-t-butylether adduct, min. 98% [XPhos Palladacycle Gen. 1]
• CAS NO: 1028206-56-5
• Molecular Formula: C₄₁H₅₉ClNPPd
• Molecular Weight: 738.76100
• EINECS: 1592732-453-0
• Product Categories: Buchwald Ligands&Precatalysts;Buchwald Precatalysts Series;Pd
• Mol File: 1028206-56-5.mol

Chemical Properties

• Melting Point: 205-210°C
• Appearance: white/Powder
• CAS DataBase Reference: XPhos Pd G1(CAS DataBase Reference)
• NIST Chemistry Reference: XPhos Pd G1(1028206-56-5)
• EPA Substance Registry System: XPhos Pd G1(1028206-56-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-52/53
• Safety Statements: 26-61
• WGK Germany: 3
• Hazardous Substances Data: 1028206-56-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
XPhos Pd G1 is used as an androgen receptor modulator for the treatment of disorders, including prostate cancer. Its ability to modulate androgen receptors makes it a promising candidate for therapeutic applications in this field.
Used in Chemical Synthesis:
XPhos Pd G1 is used as a catalyst in palladium-catalyzed cross-coupling reactions, which are essential for the synthesis of complex organic molecules. These reactions are widely employed in the production of pharmaceuticals, agrochemicals, and advanced materials.
Used in Amination/Cyclization Reactions:
XPhos Pd G1 is used as a catalyst for amination and cyclization reactions, which are crucial for the synthesis of nitrogen-containing compounds and cyclic structures, respectively. These reactions are vital in the development of new drugs and other chemical products.
Used in C-N Bond-Forming Reactions via Packed-Bed Microreactors:
XPhos Pd G1 is used in the formation of carbon-nitrogen (C-N) bonds through packed-bed microreactors. This technique allows for the efficient and selective synthesis of various organic compounds, including those with potential applications in the pharmaceutical and chemical industries.
Used in Boration of Aryl Chlorides:
XPhos Pd G1 is used as a catalyst in the boration of aryl chlorides, a reaction that involves the formation of carbon-boryl bonds. This process is important for the synthesis of boron-containing compounds, which have a wide range of applications in organic chemistry and materials science.
Used in Arylation of Oxazole:
XPhos Pd G1 is used in the arylation of oxazole, a heterocyclic compound that is commonly found in various pharmaceuticals and natural products. The arylation of oxazole is an essential step in the synthesis of many biologically active molecules.
Used in Cross-Coupling Reactions:
XPhos Pd G1 is used as a catalyst in cross-coupling reactions, which involve the formation of carbon-carbon (C-C) bonds between two different organic molecules. These reactions are fundamental in the synthesis of complex organic compounds and are widely used in the pharmaceutical, agrochemical, and materials industries.
General Description:
XPhos Pd G1 is a material that may contain up to 5% pentane, which is a volatile, flammable liquid used as a solvent in various chemical processes. The presence of pentane in the material may affect its properties and reactivity, making it essential to consider when using XPhos Pd G1 in chemical reactions.

Reaction

Catalyst for cross-coupling reactions of electron-deficient anilines with aryl chlorides. Catalyst for rapid C-N bond-forming process at low catalyst loading. Catalyst for C-N cross-coupling reactions, at or below room temperature. Catalyst for the synthesis of tetracyclic indoles via intermolecular α-arylation of ketones. Catalyst for the cross-coupling of benzyl chlorides with cyclopropanol-derived ketone homoenolates

Upstream product

• 13078-80-3 2-(2-chlorophenyl)ethanamine 
• 14267-08-4 N,N,N',N'-tetramethylethylenediamine palladium(II) chloride 
• 917-54-4 methyllithium 
• 564483-18-7 XPhos 

Downstream Products

• 936951-63-2 (Cy₂PC₆H₄C₆H₂(iPr)3)Pd 

Relevant articles and documents

A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides

A new class of one-component Pd precatalysts bearing biarylphosphine ligands is described. These precatalysts are air- and thermally stable, are easily activated under normal reaction conditions at or below room temperature, and ensure the formation of the highly active monoligated Pd(0) complex necessary for oxidative addition. The use of these precatalysts as a convenient source of LPd(0) in C-N cross-coupling reactions is explored. The reactivity that is demonstrated in this study is unprecedented in palladium chemistry. Copyright