872415-75-3

Basic information

• Product Name: (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III)
• Synonyms: (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III)
• CAS NO: 872415-75-3
• Molecular Weight: 952.193
• Mol File: 872415-75-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III)(CAS DataBase Reference)
• NIST Chemistry Reference: (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III)(872415-75-3)
• EPA Substance Registry System: (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III)(872415-75-3)

Safety Data

• Hazardous Substances Data: 872415-75-3(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 946-80-5 (benzyloxy)benzene 
• 872415-81-1 chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III) 
• 52805-36-4 4-benzyloxybenzonitrile 
• 19962-24-4 1-(phenoxymethyl)-4-(trifluoromethyl)benzene 
• 19962-25-5 1-chloro-4-(phenoxymethyl)benzene 
• 19962-28-8 4-methoxybenzyl phenyl ether 
• 100-39-0 benzyl bromide 
• 1034979-62-8 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(phenyloxy)iridium(III) 
• 108-88-3 toluene 
• 2037-26-5 ⁽²⁾H₈-toluene 
• 872415-81-1 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)carbonyliridium(III) chloride 
• 105139-33-1 (hydrido)(5,10,15,20-tetrakis(p-tolyl)porphyrinato)iridium(III) 

Downstream Products

• 1034979-68-4 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(benzyl)iridium(III) 
• 1034979-65-1 (5,10,15,20-tetrakis(p-tolyl)porphyrinato)(4-fluorobenzyl)iridium(III) 

Relevant articles and documents

Base-Promoted C-O Bond Cleavage of Primary Alcohols by Iridium(III) Porphyrin Chloride

Various Ir(por)-benzyls and Ir(por)-alkyls (por = porphyrinato dianion ligand) were successfully synthesized with benzyl and 1° alkyl alcohols by C-O bond cleavage with Ir(ttp)(CO)Cl (ttp = 5,10,15,20-tetraphenylporphyrinato dianion) in alkaline media. The alkylation products were afforded in up to 92% yields. Mechanistic investigations suggest that both the Ir(ttp)- anion and Ir(ttp)H are key intermediates via a hydrogen-borrowing pathway.

User-friendly aerobic reductive alkylation of iridium(III) porphyrin chloride with potassium hydroxide: Scope and mechanism

Alkylation of iridium 5,10,15,20-tetrakistolylporphyrinato carbonyl chloride, Ir(ttp)Cl(CO) (1), with 1°, 2° alkyl halides was achieved to give (ttp)Ir-alkyls in good yields under air and water compatible conditions by utilizing KOH as the cheap reducing agent. The reaction rate followed the order: RCl N2 pathway by [IrI(ttp)]-. Ir(ttp)-adamantyl was obtained under N2 when 1-bromoadamantane was utilized, which could only undergo bromine atom transfer pathway. Mechanistic investigations reveal a substrate dependent pathway of SN2 or halogen atom transfer.