How to get 5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin?

CAS Number: 25440-14-6
Molecular Weight: 974.56
Molecular Formula: C44H10F20N4
grade purum
assay ≥98.0% (HPLC)
Description
Electron-deficient porphyrin; preparation of metal complexes in DMF under argon.
5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin iron(III) chloride complex is generally immediately available in most volumes.
5,10,15,20-tetrakis(pentafluorophenyl)porphyrin reacts with a range of nucleophiles (amines, alcohols, thiols, nitrogen heterocycles, and others) resulting in the nucleophilic aromatic substitution of the para-F atoms of the pentafluorophenyl groups. This reaction, which was fortuitously discovered by Kadish and collaborators in 1990, is now being extensively used to synthesize porphyrins bearing electron-donating substituents in the para-position of their meso-aryl groups. This mini-review highlights the methods of synthesis of 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin, the use of its metal complexes in catalysis and its reaction with nucleophiles to yield new monomeric porphyrins, porphyrins supported in polymers or new polymeric porphyrin matrices useful for heterogeneous catalysis.
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