879689-42-6

Basic information

• Product Name: [((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)Pd(η3-benzyl)][CF3SO3]
• CAS NO: 879689-42-6
• Molecular Weight: 969.309
• Mol File: 879689-42-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)Pd(η3-benzyl)][CF3SO3](CAS DataBase Reference)
• NIST Chemistry Reference: [((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)Pd(η3-benzyl)][CF3SO3](879689-42-6)
• EPA Substance Registry System: [((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)Pd(η3-benzyl)][CF3SO3](879689-42-6)

Safety Data

• Hazardous Substances Data: 879689-42-6(Hazardous Substances Data)

Upstream product

• 186340-23-8 [(1,5-cyclooctadiene)Pd(benzyl)Cl] 
• 2923-28-6 silver trifluoromethanesulfonate 
• 76144-87-1 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl 
• 76189-55-4 (R)-(+)-2,2’-bis(diphenylphosphino)-1,1’-binaphthalene 
• 1271-03-0 allyl(cyclopentadiene)palladium(II) 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Relative rates for the amination of η3-allyl and η3-benzyl complexes of palladium

Reactions of nucleophiles with metal-bound hydrocarbyl π-ligands bound in an η3-fashion are key steps in a variety of carbon-carbon and carbon-heteroatom bond-forming reactions. To reveal factors that control the rates of reaction of nucleophiles with this type of ligand, the rates of reactions of an aromatic and an aliphatic amine with a series of η3-allyl, η3-benzyl, and η3-phenethyl palladium complexes ligated by the bisphosphine (R)-BINAP to form allylic and benzylic amines were measured. These data showed that the less common addition to an η3-benzyl complex is faster than the more common addition to an η3-allyl complex. The relative rates of reaction followed the trend naphthylmethyl > naphthylethyl > benzyl > 1,1-dimethylallyl > allyl. Computational studies suggest that there is a correlation between the amount of positive charge at the site of nucleophilic attack and the rate of C-N bond formation. Copyright