335232-85-4

Basic information

• Product Name: (Xantphos)(4-cyanophenyl)bromopalladium(II)
• Synonyms: (Xantphos)(4-cyanophenyl)bromopalladium(II)
• CAS NO: 335232-85-4
• Molecular Weight: 867.069
• Mol File: 335232-85-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Xantphos)(4-cyanophenyl)bromopalladium(II)(CAS DataBase Reference)
• NIST Chemistry Reference: (Xantphos)(4-cyanophenyl)bromopalladium(II)(335232-85-4)
• EPA Substance Registry System: (Xantphos)(4-cyanophenyl)bromopalladium(II)(335232-85-4)

Safety Data

• Hazardous Substances Data: 335232-85-4(Hazardous Substances Data)

Upstream product

• 193001-39-7 [Pd[P(o-tolyl)3](p-benzonitrile)(μ-Br)]2 
• 161265-03-8 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 335232-92-3 (Xantphos)(4-cyanophenyl)palladium(II) triflate 

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°.