121399-88-0

Usage

Uses

Used in Medical Diagnostics:
2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin is used as a component in blood test kits for its ability to bind with certain biological molecules, enabling the detection and measurement of specific substances in blood samples.
Used in Lithium Detection Kits:
In the field of analytical chemistry, 2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin serves as a key component in lithium detection kits. It exhibits selective binding properties with lithium ions, allowing for accurate and sensitive detection of lithium concentrations in various samples, which is crucial for monitoring lithium levels in applications such as battery technology and medical treatments.

Upstream product

• 653-37-2 perfluorobenzaldehyde 
• 120047-51-0 3,4-difluoro-1H-pyrrole 

Downstream Products

• 284021-99-4 [2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin]manganese(II) 

Relevant academic research and scientific papers

2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-tetraarylporphyrins and Their Zinc Complexes: First Spectroscopic, Electrochemical, and Structural Characterization of a Perfluorinated Tetraarylmetalloporphyrin

We report a convenient and general synthesis of β-octafluoroporphyrins bearing meso-tetraaryl substituents, including the first synthesis and full characterization of a perfluorinated tetraarylporphyrin, perfluoro-5,10,15,20-tetraphenylporphyrin, 2. The structural, spectroscopic, and electrochemical data indicate that β-octafluoro-meso-tetraarylporphyrins are a new class of planar, electron-deficient ligands. Particularly impressive is the 0.5 V window over which the formal oxidation potential can be tuned using only aryl substituents. The invariance of the ligand structure with increasingly positive formal oxidation potential is a key advance; electronic effects have been severed from the nonplanar conformations exhibited by all other highly electron-deficient porphyrins.

Perfluorinated meso-aryl-substituted expanded porphyrins

Twisted figure-of-eight structures are found for the perfluorinated meso-aryl-substituted expanded porphyrins synthesized from 3,4-difluoropyrrole and pentafluorobenzaldehyde under modified Rothemund-Lindsey conditions. The crystal structure of the [26]hexaphyrin (see picture) consists of two almost planar tripyrrolic subunits which are tilted by approximately 60° in which a distinct alternation in the bond lengths of the π-electronic system is evident.

2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-Tetrakis(pentafluorophenyl) porphyrin

The core of the title compound, C44H2F28N4, is essentially planar while the pentafluorophenyl groups are nearly perpendicular to the mean porphyrin plane. The molecule is centrosymmetric.

Octafluoro-meso-tetraarylporphyrins and methods for making these compounds

The novel compounds of the present invention are beta -octafluoro-meso-tetraarylporphyrins of formula (I) and their metallic complexes of formula (II): beta -octafluoro-meso-tetraaryl porphyrins are synthesized by reacting 3,4-difluoropyrrole with an aromatic aldehyde in the presence of boron trifluoride etherate, followed by oxidation. The difluoropyrrole used in this reaction is produced by reacting 3,3,4,4-tetrafluoropyrroline or its corresponding salt, 3,3,4,4-tetrafluoropyrrolidinium salt, with a base such as potassium tert-butoxide. The metalloporphyrins of the present invention are synthesized by deprontonating beta -octafluoro-meso-tetraarylporphyrin ligands and treating said ligands with metal ions.