1431223-54-9

Basic information

• Product Name: [(Py₃CH)Pd^IV(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(Cl)₂][OTf]
• CAS NO: 1431223-54-9
• Molecular Weight: 780.871
• Mol File: 1431223-54-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(Py₃CH)Pd^IV(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(Cl)₂][OTf](CAS DataBase Reference)
• NIST Chemistry Reference: [(Py₃CH)Pd^IV(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(Cl)₂][OTf](1431223-54-9)
• EPA Substance Registry System: [(Py₃CH)Pd^IV(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(Cl)₂][OTf](1431223-54-9)

Safety Data

• Hazardous Substances Data: 1431223-54-9(Hazardous Substances Data)

Upstream product

• 1431223-94-7 3',4',5'-trifluoro-2-iodo-1,1'-biphenyl 
• 2923-28-6 silver trifluoromethanesulfonate 
• 1431223-17-4 (Py₃CH)Pd^II(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(I) 
• 915416-45-4 3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine 
• 77429-58-4 tris(2-pyridyl)methane 
• 143418-49-9 3,4,5-trifluorophenylboronic acid 
• 615-36-1 2-bromoaniline 
• 372-48-5 2-fluoropyridine 
• 109-06-8 α-picoline 

Relevant articles and documents

A detailed study of acetate-assisted C-H activation at palladium(IV) centers

This report describes a detailed investigation of acetate-assisted C-H activation at PdIV centers supported by the tris(2-pyridyl)methane (Py3CH) ligand. Mechanistic information about this transformation has been obtained through the following: (i) extensive one- and two-dimensional NMR analysis, (ii) reactivity studies of a series of substituted analogues, and (iii) isotope effect studies. These experiments all suggest that C-H activation at [(Py3CH)PdIV(biphenyl)Cl2]+ occurs via a multistep process involving chloride-to-acetate ligand exchange followed by conformational and configurational isomerization and then C-H cleavage. The data also suggest that C-H cleavage proceeds via an acetate-assisted mechanism with the carboxylate likely serving as an intramolecular base. The viability of acetate-assisted C-H activation at high valent palladium has important implications for the design and optimization of catalytic processes involving this transformation as a key step.