119907-41-4

Basic information

• Product Name: (tetramesitylporphine^(2-))FeO-t-Bu
• Synonyms: (tetramesitylporphine^(2-))FeO-t-Bu
• CAS NO: 119907-41-4
• Molecular Weight: 910.018
• Mol File: 119907-41-4.mol

Chemical Properties

• CAS DataBase Reference: (tetramesitylporphine^(2-))FeO-t-Bu(CAS DataBase Reference)
• NIST Chemistry Reference: (tetramesitylporphine^(2-))FeO-t-Bu(119907-41-4)
• EPA Substance Registry System: (tetramesitylporphine^(2-))FeO-t-Bu(119907-41-4)

Safety Data

• Hazardous Substances Data: 119907-41-4(Hazardous Substances Data)

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 77439-20-4 hydroxo(5,10,15,20-tetrakis(mesityl)porphyrinato)iron(III) 
• 254104-68-2 iron(III) 5,10,15,20-tetramesitylporphyrin 4-nitrophenolate 
• 75-65-0 tert-butyl alcohol 

Relevant articles and documents

Detection of Alkylperoxo and Ferryl, (Fe(IV)=O)(2+), Intermediates during the Reaction of tert-Butyl Hydroperoxide with Iron Porphyrins in Toluene Solution

PFeII and PFeIIIOH (P is a porphyrin dianion) catalyze the decomposition of tert-butyl hydroperoxide in toluene solution without appreciable attack on the porphyrin ligand. (1)H NMR spectroscopic studies at low temperature (-70 deg C) give evidence for the formation of a high-spin, five-coordinate intermediate, PFeIIIOOC(CH3)3.On warming this decomposes to PFeIIIOH (P = tetramesitylporphyrin, TMP) or PFeIIIOFeIIIP (P = tetra-p-tolylporphyrin, TTP) with the formation of (TMP)FeIV=O as an observed intermediate in the first case.Treatment of PFeIIIOOC(CH3)3 at -70 deg C with N-methylimidazole (MeIm) yields the intermediate (MeIm)PFeIV=O.Organic products formed from this reaction are tert-butyl alcohol, di-tert-butyl peroxide, benzaldehyde, acetone, and benzyl-tert-butyl peroxide, which arise largely from a radical chain process initiated by the iron porphyrin but continuing without its intervention.

Axial ligand exchange of iron(III) tetramesitylporphyrin phenolate complexes

The axial ligand of a series of iron(III) 5,10,15,20-tetramesitylporphyrin phenolate complexes was found to exchange with added carboxylic acids and alcohols. The rates of axial ligand exchange with carboxylic acids were found to be dependent on acidity of the carboxylic acid, basicity of the phenolate, and the steric bulk of both the carboxylic acid and the phenolate axial ligand. The rates of axial ligand exchange with alcohols were found to be dependent on the nucleophilicity of the alcohol, leaving group ability of the phenolate, and the steric bulk of both the alcohol and the phenolate axial ligand. Different mechanisms for ligand exchange are proposed for carboxylic acids and alcohols. The Royal Society of Chemistry 1999.