1581285-85-9

Basic information

• Product Name: (2′-methylamino-1,1′-biphenyl-2-yl)methanesulfonatopalladium(II) dimer
• Synonyms: (2′-methylamino-1,1′-biphenyl-2-yl)methanesulfonatopalladium(II) dimer
• CAS NO: 1581285-85-9
• Molecular Weight: 767.528
• Mol File: 1581285-85-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2′-methylamino-1,1′-biphenyl-2-yl)methanesulfonatopalladium(II) dimer(CAS DataBase Reference)
• NIST Chemistry Reference: (2′-methylamino-1,1′-biphenyl-2-yl)methanesulfonatopalladium(II) dimer(1581285-85-9)
• EPA Substance Registry System: (2′-methylamino-1,1′-biphenyl-2-yl)methanesulfonatopalladium(II) dimer(1581285-85-9)

Safety Data

• Hazardous Substances Data: 1581285-85-9(Hazardous Substances Data)

Usage

Reaction

Dimeric palladium precursor, that when treated with phosphines at room temperature in dichloromethane, provides Nsubstituted precatalysts. These catalysts are useful in the aminocarbonylation of (hetero)aryl bromides, and general C-C and C-N cross-coupling reactions.

Upstream product

• 90-41-5 2-phenylaniline 
• 75-75-2 methanesulfonic acid 
• 14925-09-8 2-(N-methylamino)-1,1'-biphenyl 
• 3375-31-3 palladium diacetate 

Downstream Products

• 1599466-81-5 (2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate 
• 1599466-83-7 C₄₉H₆₈NO₅PPdS 
• 1599466-85-9 RuPhos Pd G4 
• 1599466-87-1 SPhos Pd G4 
• 1599466-89-3 C₄₃H₆₀NO₃PPdS 
• 1599466-90-6 C₅₈H₄₇NO₃P₂PdS 

Relevant articles and documents

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

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.