16591-56-3

Usage

Uses

Used in Biological and Chemical Research:
5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE IRON(III) CHLORIDE is used as a model compound for heme in biological and chemical research for its structural and functional similarities to the prosthetic group found in hemoglobin and myoglobin. This allows researchers to study the properties and interactions of heme in a more controlled and simplified environment.
Used in the Synthesis of Other Iron Porphyrin Compounds:
In the chemical industry, 5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE IRON(III) CHLORIDE is used as a precursor in the synthesis of other iron porphyrin compounds. These synthesized compounds can have various applications, such as catalysts, sensors, and materials for energy storage and conversion.
Used in Catalytic Reactions:
5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE IRON(III) CHLORIDE is employed as a catalyst in various chemical reactions due to its unique electronic and structural properties. Its ability to facilitate reactions and improve reaction rates makes it a valuable component in the development of new catalytic processes and technologies.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE IRON(III) CHLORIDE could potentially be used in the pharmaceutical industry as a starting material for the development of new drugs or drug delivery systems that target heme-related diseases or processes.
Used in Material Science:
In material science, 5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE IRON(III) CHLORIDE may be utilized in the development of novel materials with unique optical, electronic, or magnetic properties. 5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE IRON(III) CHLORIDE's structure and properties can be tailored to create materials with specific characteristics for various applications, such as sensors, solar cells, or electronic devices.

InChI:InChI=1/C44H28N4/c1-5-13-29(14-6-1)41-33-21-23-35(45-33)42(30-15-7-2-8-16-30)37-25-27-39(47-37)44(32-19-11-4-12-20-32)40-28-26-38(48-40)43(31-17-9-3-10-18-31)36-24-22-34(41)46-36/h1-28H/q-2/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-

Upstream product

• 12582-61-5 μ-oxo-bis[α,β,γ,δ-tetraphenylporphinatoiron] 
• 16456-81-8 meso-tetraphenylporphyrin iron(III) chloride 
• 147186-13-8 {(tris(2-pyridylmethyl)amine)(acetonitrile)copper(I)} perchlorate 
• 917-23-7 5,10,15,20-tetraphenyl-21H,23H-porphine 
• 7439-89-6 iron 
• 7789-46-0 iron(II) bromide 
• 29484-63-7 iron(III) tetraphenylporphyrin 
• 16999-25-0 meso-tetraphenylporphyrinatobis(pyridine)iron(II) 
• 109-97-7 pyrrole 
• 100-52-7 benzaldehyde 
• 110-86-1 pyridine 
• 52674-29-0 (nitrosyl)(meso-tetraphenylporphyrinato)iron(II) 
• 119907-43-6 (tetraphenylporphyrine)Fe(III)C₂H₄CH₃ 
• 110076-80-7 (tetraphenylporphyrine)Fe(III)CH₂CH₃ 

Downstream Products

• 52674-29-0 (nitrosyl)(meso-tetraphenylporphyrinato)iron(II) 
• 72347-08-1 (5,10,15,20-tetraphenylporphinato)iron(II)-(C(Cl)SeCH₂C₆H₅)*H₂O 
• 72347-11-6 selenocarbonyl(5,10,15,20-tetraphenylporphinato)iron(II) 
• 19599-08-7 Fe(tetraphenylporphyrin)(imidazole)2 
• 72895-19-3 (tetraphenylporphinato)Fe-SO₄-Fe(tetraphenylporphinato) 
• 66746-94-9 carbonyl(meso-tetraphenylporphyrinato)iron(II) 
• 88083-22-1 Fe(TPP)O₂ 
• 12582-61-5 ((5,10,15,20-tetraphenylporphyrinato)iron(III))2O 
• 16999-25-0 meso-tetraphenylporphyrinatobis(pyridine)iron(II) 
• 16456-81-8 meso-tetraphenylporphyrin iron(III) chloride 
• 130859-39-1 5,10,15,20-tetraphenylporphinatoiron(II)(benzylisocyanide)2 
• 25482-26-2 5,10,15,20-tetraphenyl porphyrinato iron hydroxide 
• 29189-60-4 (5,10,15,20-tetraphenylporphyrinato)Fe(THF)2 

Relevant academic research and scientific papers

MECHANISTIC CONSIDERATIONS IN THE PHOTODIPPROPORTIONATION OF μ-OXO-BIS ((TETRAPHENYLPORPHINATO)IRON(III))

The photochemistry of μ-oxo-bis((tetraphenylporphinato)iron(III)) has been studied.Both continuous and photolysis establish a photochemical disproportionation to fom the ferrous complex FeTPP and the ferryl complex FeOTTP: Using triphenylphosp

Electrochemistry and spectroscopy of sulfate and thiosulfate complexes of iron porphyrins

The electrochemical and spectroscopic properties of the complex formed by the addition of thiosulfate to ferric porphyrins were examined. The NMR spectrum of the thiosulfate-ferric porphyrin complex was consistent with a high-spin ferric complex, while the EPR spectrum at liquid nitrogen temperatures indicated that the complex under these conditions was low-spin. Such behavior has been previously observed for other ferric porphyrin complexes. The visible spectra were characterized by a shift in the Soret band to higher energies, with smaller changes in the longer wavelength region. The complex was reasonably stable in DMF, but slowly reduced over several hours to FeII(TPP) and S4O62-. The voltammetric behavior of the thiosulfate complex in DMF consists of two waves, the first of which was irreversible. The ferric/ferrous reduction in the presence of thiosulfate was shifted negatively about 400 mV, compared to the Fe(TPP)(Cl) reduction. The visible, NMR and EPR spectra were most consistent with a Fe-S bonded ferric porphyrin-thiosulfate complex, Fe(P)(S-SO3)-. The kinetics of the reduction of ferric porphyrin by thiosulfate in DMSO indicated an autocatalytic mechanism, where the first step is the formation of the catalyst. The identity of the catalyst could not be determined because it must be present at low concentrations, but it is formed from the reaction of the ferric complex with thiosulfate. Coordination of thiosulfate to the porphyrin was not necessary for the reduction to occur, and the reduction of Fe(TPP)(Cl) by thiosulfate was accelerated by the addition of sulfate. Under these conditions, sulfate had replaced thiosulfate as the axial ligand for the ferric porphyrin. In the presence of sulfate, the reduction occurred in a single kinetic pseudo-first order step.

Electronic configuration of five-coordinate high-spin pyrazole-ligated iron(II) porphyrinates

Pyrazole, a neutral nitrogen ligand and an isomer of imidazole, has been used as a fifth ligand to prepare two new species, [Fe(TPP)(Hdmpz)] and [Fe(Tp-OCH3PP)(Hdmpz)] (Hdmpz = 3,5-dimethylpyrazole), the first structurally characterized example

Hydrogen-Bonding Effects in Five-Coordinate High-Spin Imidazole-Ligated Iron(II) Porphyrinates

The influence of hydrogen binding to the N-H group of coordinated imidazole in high-spin iron(II) porphyrinates has been studied. The preparation and characterization of new complexes based on [Fe(TPP)(2-MeHIm)] (TPP is the dianion of tetraphenylporphyrin) are reported. The hydrogen bond acceptors are ethanol, tetramethylene sulfoxide, and 2-methylimidazole. The last acceptor, 2-MeHIm, was found in a crystalline complex with two [Fe(TPP)(2-MeHIm)] sites, only one of which has the 2-methylimidazole hydrogen bond acceptor. This latter complex has been studied by temperature-dependent M?ssbauer spectroscopy. All new complexes have also been characterized by X-ray structure determinations. The Fe-NP and Fe-NIm bond lengths, and displacement of the Fe atom out of the porphyrin plane are similar to, but marginally different than, those in imidazole-ligated species with no hydrogen bond. All the structural and M?ssbauer properties suggest that these new hydrogen-bonded species have the same electronic configuration as imidazole-ligated species with no hydrogen bond. These new studies continue to show that the effects of hydrogen bonding in five-coordinate high-spin iron(II) systems are subtle and challenging to understand.

Cyanide: A strong-field ligand for ferrohemes and hemoproteins?

(Graph Presented) A CN weakling? The cyanide ligand in the five-coordinate iron(II) porphyrinate complex [Fe(tpp) (CN)]- (tpp= tetraphenylporphinato) is not a sufficiently strong-field ligand to cause the complex to be in the low-spin state under all conditions. Rather, the complex displays a reversible low-spin (LS) to high-spin (HS) crossover with no hysteresis.

Stable Iron Porphyrin Intramolecularly Coordinated by Alcoholate Anion: Synthesis and Evaluation of Axial Ligand Effect of Alcoholate on Spectroscopy and Catalytic Activity

We synthesized intramolecularly aliphatic alcoholate-coordinated iron porphyrins (1a, 1b) that retain their axial coordination in the presence of another ligand or oxidant. The electron-donative character of alcoholate was less than that of thiolate, and

Just a proton: Distinguishing the two electronic states of five-coordinate high-spin iron(ll) porphyrinates with imidazole/ate coordination

We report detailed studies on two S = 2 electronic states of high-spin iron(ll) porphyrlnates. These two states are exemplified by the five-coordinate derivatives with either neutral imidazole or anionic imidazolate as the axial ligand. The application of several physical methods all demonstrate distinctive differences between the two states. These Include characteristic molecular structure differences, Moessbauer spectra, magnetic circular dichroism spectroscopy, and Integer-spin EPR spectral distinctions. These distinctions are supported by DFT calculations. The two states are characterized by very different spatial properties of the doubly occupied orbital of the high-spin that are consonant with the physical properties.

Reactions of nitrogen oxides with heme models. Spectral and kinetic study of nitric oxide reactions with solid and solute FeIII(TPP)(NO 3)

The reaction(s) of nitric oxide (nitrogen monoxide) gas with sublimed layers containing the nitrato iron(III) complex FeIII(TPP) (η2-O2NO) (1, TPP = meso-tetraphenyl porphyrinate 2-) leads to formation of several iron porphyrin species that are ligated by various nitrogen oxides. The eventual products of these low-temperature solid-state reactions are the nitrosyl complex Fe(TPP)(NO), the nitro-nitrosyl complex Fe(TPP)(NO2)(NO), and 1 itself, and the relative final quantities of these were functions of the NO partial pressure. It is particularly notable that isotope labeling experiments show that the nitrato product is not simply unreacted 1 but is the result of a series of transformations taking place in the layered material. Thus, the nitrato complex formed from solid Fe(TPP)(η2-O2NO) maintained under a 15NO atmosphere was found to be the labeled analogue Fe(TPP)(η2-O215NO). The reactivities of the layered solids are compared to the behaviors of the same species in ambient temperature solutions. To interpret the reactions of the labeled nitrogen oxides, the potential exchange reactions between N2O3 and 15NO were examined, and complete isotope scrambling was observed between these species under the reaction conditions (T = 140 K). Overall it was concluded from isotope labeling experiments that the sequence of reactions is initiated by reaction of 1 with NO to give the nitrato nitrosyl complex Fe(TPP)(η1-ONO2)(NO) (2) as an intermediate. This is followed by a reaction in the presence of excess NO that is equivalent to the loss of the nitrate radical NO3. to give Fe(TPP)(NO) as another transient species. A plausible pathway involving NO attack on the coordinated nitrate of 2 resulting in the release of N2O4 concerted with electron transfer to the metal center is proposed.

Pyrolysis of Metalloporphyrins Part 1. - Fourier-transform Infrared Study of Fe-Tetraphenylporphyrin Chloride

The pyrolysis of Fe-tetraphenylporphyrin chloride (FeClTPP) has been examined by FTIR spectroscopy.Two series of samples, with and without additional carbon black, were studied.It was found that the decomposition of FeClTPP occured in a very narrow range of temperature.The mixture of FeClTPP and carbon decomposed at a lower temperature than pure crystalline FeClTPP.The oxygen chemically adsorbed on the surface of carbon black may play an important role in this respect.The mechanism of pyrolysis have been discussed and a model of three steps of decomposition was proposed.The first step has been followed also by measuring the chlorine content by means of quantitative XPS.

The surface trans effect: Influence of axial ligands on the surface chemical bonds of adsorbed metalloporphyrins

The chemical bond between an adsorbed, laterally coordinated metal ion and a metal surface is affected by an additional axial ligand on the metal ion. This surface analogon of the trans effect was studied in detail using monolayers of various M(II)-tetrap