439587-87-8

Basic information

• Product Name: (Xantphos)Pd(4-cyanophenyl)I
• CAS NO: 439587-87-8
• Molecular Weight: 914.07
• Mol File: 439587-87-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Xantphos)Pd(4-cyanophenyl)I(CAS DataBase Reference)
• NIST Chemistry Reference: (Xantphos)Pd(4-cyanophenyl)I(439587-87-8)
• EPA Substance Registry System: (Xantphos)Pd(4-cyanophenyl)I(439587-87-8)

Safety Data

• Hazardous Substances Data: 439587-87-8(Hazardous Substances Data)

Upstream product

• 3058-39-7 4-iodobenzonitrile 
• 161265-03-8 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene 

Relevant articles and documents

Pd-catalyzed intermolecular amidation of aryl halides: The discovery that xantphos can be trans-chelating in a palladium complex

A general method for the intermolecular coupling of aryl halides and amides using a Xantphos/ Pd catalyst is described. This system displays good functional group compatibility, and the desired C-N bond forming process proceeds in good to excellent yields with 1-4 mol % of the Pd catalyst. Additionally, the arylation of sulfonamides, oxazolidinones, and ureas is reported. The efficiency of these transformations was found to be highly dependent on reaction concentrations and catalyst loadings. A Pd complex resulting from oxidative addition of 4-bromobenzonitrile, (Xantphos)Pd(4-cyanophenyl)(Br) (II), was prepared in one step from Xantphos, Pd2(dba)3, and the aryl bromide. Complex II proved to be an active catalyst for the coupling between 4-bromobenzonitrile and benzamide. X-ray crystallographic analysis of II revealed a rare trans-chelating bisphosphine-Pd(II) structure with a large bite angle of 150.7°.