191667-18-2

Basic information

• Product Name: PdI(4-NO₂C₆H₄)(N,N,N',N'-tetramethylethylenediamine)
• Synonyms: PdI(4-NO₂C₆H₄)(N,N,N',N'-tetramethylethylenediamine)
• CAS NO: 191667-18-2
• Molecular Weight: 471.634
• Mol File: 191667-18-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: PdI(4-NO₂C₆H₄)(N,N,N',N'-tetramethylethylenediamine)(CAS DataBase Reference)
• NIST Chemistry Reference: PdI(4-NO₂C₆H₄)(N,N,N',N'-tetramethylethylenediamine)(191667-18-2)
• EPA Substance Registry System: PdI(4-NO₂C₆H₄)(N,N,N',N'-tetramethylethylenediamine)(191667-18-2)

Safety Data

• Hazardous Substances Data: 191667-18-2(Hazardous Substances Data)

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 32005-36-0 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 

Relevant articles and documents

Selectivity in reductive elimination and organohalide transfer from methyl(aryl) benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar) (CH2Ph) (L2)

Oxidative addition of iodoarenes to bis(dibenzylideneacetone)palladium(0) in the presence of N, N, N′, N′-tetramethylethylenediamine (tmeda) affords PdIAr(tmeda) (Ar = 4-MeC6H4, 4-MeOC6H4, 4-Me(O)CC6H4, 4-O2NC6H4, 3-MeOC6H4) in high yield. Some of these complexes (Ar = 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) react with LiMe to form PdMeAr(tmeda), and the methyl(aryl)palladium(II) complexes react with 2,2′-bipyridyl (bpy) or 1,10-phenanthroline (phen) to afford PdMeAr(L2); PdMePh(phen) may be obtained similarly. All of the diorganopalladium(II) complexes of bpy and phen react with benzyl bromide to form PdBrMeAr(CH2Ph)(L2) but a complex could not be isolated for Ar = 3-MeOC6H4, L2 = bpy. The isolated palladium(IV) complexes react with PdMe2(bpy) at -20°C in (CD3)2CO to selectively transfer benzyl bromide to give PdMeAr(L2) and PdBrMe2(CH2PhXbpy) respectively. The complexes PdBrMeAr(CH2Ph)(bpy) (Ar = Ph, 4-MeC6H4, 4-MeOC6H4) undergo selective reductive elimination of Ar-Me in CDCl3 to form PdBr(CH2Ph)(L2), but PdBrMeAr(CH2Ph)(phen) (Ar = Ph, 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) give mixtures of PdBr(CH2Ph)(phen) and Me-Ar together with lesser amounts of PdBrMe(phen) and Ar-CH2Ph (ca. 10-20%).