53470-05-6

Upstream product

• 7439-89-6 iron 
• 53470-07-8 [meso-tetrakis(2,4,6-trimethoxyphenyl)porphyrin]iron(II) 
• 1665-00-5 dichloromethane-d2 

Downstream Products

• 81245-22-9 {(meso-tetrakis(2,4,6-trimethoxyphenyl)porphyrinato)iron(III)OH} 
• 53470-10-3 (meso-tetrakis(2,4,6-trimethoxyphenyl)porphyrinato)iron(II), bis(pyridine) adduct 
• 124430-10-0 (meso-tetrakis(2,4,6-trimethoxyphenyl)porphyrinato)iron(II), bis(piperidine) adduct 
• 53470-07-8 [meso-tetrakis(2,4,6-trimethoxyphenyl)porphyrin]iron(II) 
• 90764-29-7 perchlorato[tetrakis(2,4,6-trimethoxyphenyl)porphinato]iron(III) chloroform solvate 
• 90764-31-1 C₂₀N₄H₈[C₆H₂(OCH₃)3]4FeOClO₃*2C₄H₈O*CHCl₃ 

Relevant academic research and scientific papers

Steric and electronic control of iron porphyrin catalyzed hydrocarbon oxidations

The yields and product distributions in the oxidation of hydrocarbons (cyclohexane, n-pentane, n-octane, methylcyclohexane, tert-butylcyclohexane, and ethylbenzene), using substituted iron tetraphenylporphyrins and iodosobenzene, are shown to be markedly affected by the nature and location of phenyl ring substituents. These substrates were used to measure the activity, regioselectivity, substrate selectivity, and stereoselectivity of our substituted iron porphyrin catalysts. Higher yields are observed with iron porphyrins having bulky substituents near the iron center. Kinetics measurements and concentration studies show that these substituents improve lifetimes by hindering the catalyst's bimolecular self-destruction. Higher yields are also observed with electron-withdrawing substituents. A new iron fluoro-pocket porphyrin shows high activity due to this electronic effect. Substrate and regioselectivity are also influenced by steric and electronic effects of the iron porphyrin's phenyl ring substituents. Bulky porphyrins also affect the stereoselectivity at the 2-, 3-, and 4-positions in tert-butylcyclohexane oxidation. A mechanism supported by kinetic modeling studies is proposed for the oxidation reactions.

Oxygenation Patterns for Substituted meso-Tetraphenylporphyrin Complexes of Iron(II). Spectroscopic Detection of Dioxygen Complexes in the Absence of Amines

The reaction of dioxygen with iron(II) porphyrins in inert solvents has been studied by 1H NMR spectroscopy in order to detect the presence of reactive intermediates.Sterically hindered porphyrins have been examined in which the formation of peroxo- and oxo-bridged dimeric structure is limited.The iron(II) porphyrins studied have 1H NMR spectra characteristic of intermediate-spin (S = 1), four-coordinate species.Reduction of iron(III) chloride (FeIIICl) or iron(III) chloride (FeIIICl) with either aqueous sodium dithionite or zinc amalgam in dichloromethane solution produces FeII or FeII.The previously reported reduction of these two porphyrins with piperidine has been reexamined and shown to form the bis(pipridine) adducts of the iron(II) porphyrins.Addition of dioxygen to paramagnetic iron(II) (FeII) in toluene solution below -70 deg C produces a new diamagnetic complex that is formulated as FeO2. 1H NMR spectroscopic observations indicated that, on warming, this species is successively converted to FeIIIO2FeIII and to FeIIIOFeIII.The latter has been previously isolated.Reaction of FeO2 with N-methylimidazole (N-MeIm) at -70 deg C results in the formation of (N-MeIm)FeO2.Addition of oxygen to FeII at -70 deg C in toluene solution results in the formation of diamagnetic FeO2.This, on warming, is converted to FeO2Fe and then to FeOH and FeOFe as the final stable products.Addition of dioxygen to FeII and FeII in dichloromethane solution at -70 deg C produces diamagnetic dioxygen adducts.On warming, these undergo dissociation to form the parent iron(II) complex and irreversible oxidation to form iron(III) porphyrin hydroxide and chloride.