1280227-58-8

Basic information

• Product Name: [Ir(5,10,15,20-tetra-p-tolylporphyrinato dianion)(4-chlorophenyl)]
• Synonyms: [Ir(5,10,15,20-tetra-p-tolylporphyrinato dianion)(4-chlorophenyl)]
• CAS NO: 1280227-58-8
• Molecular Weight: 973.619
• Mol File: 1280227-58-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [Ir(5,10,15,20-tetra-p-tolylporphyrinato dianion)(4-chlorophenyl)](CAS DataBase Reference)
• NIST Chemistry Reference: [Ir(5,10,15,20-tetra-p-tolylporphyrinato dianion)(4-chlorophenyl)](1280227-58-8)
• EPA Substance Registry System: [Ir(5,10,15,20-tetra-p-tolylporphyrinato dianion)(4-chlorophenyl)](1280227-58-8)

Safety Data

• Hazardous Substances Data: 1280227-58-8(Hazardous Substances Data)

Upstream product

• 106-39-8 bromochlorobenzene 
• 872415-81-1 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride 
• 106-46-7 para-dichlorobenzene 
• 108-90-7 chlorobenzene 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 1043600-78-7 [Ir(5,10,15,20-tetra-p-tolylporphyrinato dianion)(SiEt₃)] 

Relevant articles and documents

Competitive aryl-fluorine and aryl-halogen (Halogen = Cl, Br) bond cleavage with iridium porphyrin complexes

Base-promoted competitive Ar-F and Ar-X (X = Cl, Br) bond cleavage with iridium porphyrin complexes was investigated. Mechanistic studies suggested that Ir(ttp)- (ttp = 5,10,15,20-tetra-p-tolylporphyrinato dianion) cleaves the Ar-F bond via nucleophilic aromatic substitution and Ir 2(ttp)2 cleaves the Ar-X (X = Cl, Br) bond via metalloradical ipso substitution. Therefore, a stronger base, polar solvent, lower temperature, and iridium anion precursor favor Ar-F bond cleavage, while a weaker base, nonpolar solvent, higher temperature, and Ir2(ttp) 2 precursor favor Ar-X (X = Cl, Br) bond cleavage.

Base-promoted selective aryl carbon-bromine bond cleavage by Iridium(III) porphyrin for Iridium(III) porphyrin aryl synthesis: A metalloradical Ipso addition-elimination mechanism

K2CO3 was found to promote selective aryl carbon-bromine bond (Ar-Br) cleavage by a high-valent iridium(III) porphyrin carbonyl chloride (IrIII(ttp)(CO)Cl, ttp = 5,10,15,20-tetra-p- tolylporphyrinato dianion) in benzene so