872415-81-1

Basic information

• Product Name: chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)
• Synonyms: chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)
• CAS NO: 872415-81-1
• Molecular Weight: 924.524
• Mol File: 872415-81-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)(CAS DataBase Reference)
• NIST Chemistry Reference: chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)(872415-81-1)
• EPA Substance Registry System: chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)(872415-81-1)

Safety Data

• Hazardous Substances Data: 872415-81-1(Hazardous Substances Data)

Upstream product

• 105139-33-1 (hydrido)(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III) 
• 108-90-7 chlorobenzene 
• 12112-67-3 bis(1,5-cyclooctadiene)diiridium(I) dichloride 
• 14527-51-6 5,10,15,20-tetra(p-tolyl)porphyrin 

Downstream Products

• 386707-40-0 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(methyl)iridium(III) 
• 1034979-68-4 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III) 
• 1034979-67-3 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(4-tert-butylbenzyl)iridium(III) 
• 872415-75-3 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III) 
• 105139-33-1 (hydrido)(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III) 
• 872415-80-0 (5,10,15,20-tetra-p-tolylporphyrinato)(methyl-d3)iridium(III) 
• 1034979-66-2 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(4-nitrobenzyl)iridium(III) 
• 1035004-20-6 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(4-methylbenzyl)iridium(III) 
• 1034979-62-8 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(phenyloxy)iridium(III) 
• 1034979-65-1 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(4-fluorobenzyl)iridium(III) 
• 1215770-10-7 isopropoxy(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III) 
• 1215770-04-9 methoxymethylchlorocarbonyl(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III) 
• 1279723-59-9 [Ir(tetrakis-4-tolyl-porphyrinato)(COMe)] 
• 872415-82-2 Ir(ttp)CH₂COPh 

Relevant articles and documents

Base-promoted selective aryl C-Cl cleavage by iridium(III) porphyrins via a metalloradical ipso addition-elimination mechanism

Base-promoted aryl carbon-chlorine bond (Ar-Cl) cleavage by iridium(III) porphyrin carbonyl chloride (IrIII(ttp)(CO)Cl; ttp = 5,10,15,20-tetrakis(p-tolyl)porphyrinato dianion) was achieved in the presence of K2CO3 to give iridium(III) porphyrin aryls (Ir III(ttp)Ar). Mechanistic studies revealed that K2CO 3 promotes the reduction of Ir(ttp)(CO)Cl to give the iridium(II) porphyrin dimer intermediate [IrII(ttp)2. [Ir(ttp) 2 is the source of IrII(ttp) metalloradical, which cleaves Ar-Cl to give Ir(ttp)Ar and a chlorine radical (Cl?) via radical ipso substitution in an addition-elimination pathway. Cl ? reacts with [Ir(ttp)2 to yield Ir(ttp)Cl for subsequent base-promoted reduction and Ir(ttp) for radical chain propagation. Additionally, the base-promoted Ar-Cl cleavage of chlorobenzene (PhCl) by Ir(ttp)(CO)Cl gives both Ir(ttp)Ph and 1,4-bis-iridium(III)-porphyrin benzene, IrIII(ttp)(p-C6H4)IrIII(ttp). The reactive Cl? can simultaneously react with PhCl via homolytic aromatic substitution to give 1,4-dichlorobenzene, which further undergoes double Ar-Cl cleavage to form Ir(ttp)(p-C6H4)Ir(ttp).

Selective oxidation of (porphyrinato)iridium(III) arylethyls by nitroxide: Evidence for stabilization of carbon-centered Ir-CH2-CHR radicals by iridium

(Arylethyl)iridium(III) porphyrins were oxidized selectively with excess 2,2,6,6-tetramethylpiperidinoxy (TEMPO) at the benzylic positions to yield (2-aryl-2-oxoethyl)iridium porphyrins. Other alkyl- and PhCH2CH 2CH2-substituted iridium porphyrins did not react or gave complex mixtures and low yields of indium methyl. The proposed intermediate of the carbon-centered IrIII(CH2CHR) radical is probably stabilized by the β iridium center, allowing the (slipped) olefin metalloradical complex IrII(CH2=CHR) as a reasonable resonance structure.