Iron(tetraphenylporphyrinato) Chloride
   HOME

TheInfoList



OR:

Iron(tetraporphyriinato) chloride is the
coordination complex A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many ...
with the formula Fe(TPP)Cl where TPP is the dianion 44H28N4sup>2-. The compound forms blue microcrystals that dissolve in chlorinated solvent to give brown solutions. In terms of structure, the complex is five-coordinate with idealized C4v point group symmetry. It is one of more common
transition metal porphyrin complexes 220px, A picket-fence porphyrin complex of Fe, with axial coordination sites occupied by methylimidazole (green) and dioxygen (R = amide groups). Transition metal porphyrin complexes are a family of coordination complexes of the conjugate base of ...
.


Synthesis and reactions

Fe(TPP)Cl is prepared by the reaction of
tetraphenylporphyrin Tetraphenylporphyrin, abbreviated TPP or H2TPP, is a synthetic heterocyclic compound that resembles naturally occurring porphyrins. Porphyrins are dyes and cofactors found in hemoglobin and cytochromes and are related to chlorophyll and vitamin ...
(H2TPP) and ferrous chloride in the presence of air: :H2TPP + FeCl2 + 1/4 O2 → Fe(TPP)Cl + HCl + 1/2 H2O The chloride can be replaced with other halides and pseudohalides. Base gives the "mu-oxo dimer": :2 Fe(TPP)Cl + 2 NaOH → e(TPP)sub>2O + 2 NaCl + H2O Most relevant to catalysis, the complex is easily reduced to give ferrous derivatives (L =
pyridine Pyridine is a basic heterocyclic organic compound with the chemical formula . It is structurally related to benzene, with one methine group replaced by a nitrogen atom. It is a highly flammable, weakly alkaline, water-miscible liquid with a d ...
,
imidazole Imidazole (ImH) is an organic compound with the formula C3N2H4. It is a white or colourless solid that is soluble in water, producing a mildly alkaline solution. In chemistry, it is an aromatic heterocycle, classified as a diazole Diazole refers ...
): :Fe(TPP)Cl + e- + 2 L → Fe(TPP)L2 + Cl The complex is widely studied as a
catalyst Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...
.{{cite journal, doi=10.1021/jacs.9b02640, title=Mechanism of Catalytic O2 Reduction by Iron Tetraphenylporphyrin, year=2019, last1=Pegis, first1=M. L., last2=Martin, first2=D. J., last3=Wise, first3=C. F., last4=Brezny, first4=A. C., last5=Johnson, first5=S. I., last6=Johnson, first6=L. E., last7=Kumar, first7=N., last8=Raugei, first8=S., last9=Mayer, first9=J. M., journal=Journal of the American Chemical Society, volume=141, issue=20, pages=8315–8326, pmid=31042028, pmc=6684231


References

Chelating agents Tetrapyrroles Macrocycles Phenyl compounds