1445085-77-7

Basic information

• Product Name: RuPhos Pd G3
• Synonyms: Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II), Min. 98% [RuPhos Palladacycle];Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II), Min. 98%;RuPhos Pd G3 95%;Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II);(2-Dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate;RuPhos Pd G3;RuPhos-G3-Palladacycle;RuPhos-Pd-G3
• CAS NO: 1445085-77-7
• Molecular Formula: C₁₃H₁₃NO₃PdS*C₃₀H₄₃O₂P
• Molecular Weight: 837.375141
• Product Categories: Buchwald Ligands&Precatalysts;Buchwald Precatalysts Series;Pd
• Mol File: 1445085-77-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 188-196°C (decomposition)
• Appearance: white/Powder
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: RuPhos Pd G3(CAS DataBase Reference)
• NIST Chemistry Reference: RuPhos Pd G3(1445085-77-7)
• EPA Substance Registry System: RuPhos Pd G3(1445085-77-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-52/53
• Safety Statements: 26-61
• WGK Germany: 3
• Hazardous Substances Data: 1445085-77-7(Hazardous Substances Data)

Usage

Reaction

Palladium catalyst used for facile, C-N cross-coupling reactions. A practical synthesis of indoles via a Pd-catalyzed C-N ring formation.

Uses

RuPhos Pd G3 can be used as a pre-catalyst in the following protocols:Palladium-catalyzed Suzuki coupling of 5-p-toluenesulfonyltetrazoles with arylboronic acids to synthesize 1,5-disubstituted tetrazoles.Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of 3-alkylthiophenes in the presence of N-methylimidodiacetic (MIDA)-boronate monomers.Suzuki-Miyaura-cross-coupling of aminothiophenes.

General Description

RuPhos Pd G3 is a third generation (G3) Buchwald precatalyst that can be used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. It is air-, moisture-, and thermally-stable and is highly soluble in a wide range of common organic solvents. 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 
• 787618-22-8 ruphos 
• 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.