925900-28-3

Upstream product

• 167482-91-9 5-(pentafluorophenyl)dipyrromethane 
• 109-97-7 pyrrole 
• 653-37-2 perfluorobenzaldehyde 
• 2251-50-5 pentafluorobenzoylchloride 
• 680575-57-9 1,9-bis(pentafluorophenylhydroxymethyl)-5-(pentafluorophenyl)dipyrromethane 
• 307930-64-9 (((perfluorophenyl)methylene)bis(1H-pyrrole-5,2-diyl))bis((perfluorophenyl)methanone) 

Downstream Products

• 238402-21-6 5,10,15-tris(2,3,4,5,6-pentafluorophenyl)corrole 
• 238402-21-6 5,10,15-tris(pentafluorophenyl)corrole 
• 262280-86-4 [(5,10,15-tris(pentafluorophenyl)corrolate)copper(III)] 

Relevant academic research and scientific papers

Straightforward Syntheses That Avoid Scrambling of meso-Substituted [28]Hexaphyrins

A two-step synthesis of meso-substituted [28]hexaphyrins in an aqueous medium was developed and optimized, and scrambling processes are avoided despite the use of a high acid concentration. The efficiency of this procedure relies on the nature of the star

Mechanochemical synthesis of freebase and metal corroles

Herein, we report on the mechanochemical reaction of pyrrole and substituted benzaldehyde precursors to produce freebase corroles and demonstrate the one-pot mechanochemical synthesis of 5,10,15-Tris(4-t-butylphenyl)corrole (H3t-buPhC), in which both, the

Synthesis of meso-substituted corroles and porphyrins using iodine as a catalyst

Abstract: Different types of corroles and porphyrins are synthesized from substituted aldehydes and pyrrole. The current synthetic method involves iodine as catalyst and proceeds at room temperature itself. By varying the amounts of reactants (i.e., pyrrole and aldehydes), the corrole and porphyrins were obtained in good to excellent yields. These products were characterized by 1H-NMR, UV-visible, and HRMS techniques. The reaction approach utilizes the readily available pyrrole and substituted aldehydes as starting materials and makes this reaction highly attractive in diversity-oriented synthesis. Graphic abstract: Different types of porphyrins and corroles are synthesized from substituted aldehydes and pyrrole using iodine as a catalyst and the reaction proceeds at room temperature itself. By varying the amount of reactants (i.e. pyrrole and aldehydes), the porphyrins and corroles are obtained in good to excellent yields.[Figure not available: see fulltext.]

Synthesis and characterization of cis-A2B-type meso-triaryl-substituted corroles

A practical synthesis of cis-A2B-type 5,10,15-triarylcorroles has been developed that involves [2+2]-type acid-catalyzed condensation of 5-aryldipyrromethane and 5-(pentafluorophenyl) dipyrromethane-1-carbinol and subsequent 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) induced oxidative cyclization. All the corroles thus synthesized were structurally well-characterized, and their optical and electrochemical properties were also studied.

Control of oligomerization and oxidation steps in the synthesis of tris(pentafluorophenyl)corrole

The mechanistic features of oligomerization and oxidative cyclization steps in the synthesis of tris(pentafluorophenyl)corrole (1) have been thoroughly studied. Separation of the intermediates by preparative HPLC and analysis by NMR spectroscopy and high

An efficient synthesis of porphyrins with different meso substituents that avoids scrambling in aqueous media

We have developed new conditions that afford regioisomerically pure trans-A2B2-, A3B-, and trans-AB2C-porphyrins bearing aryl and arylethynyl substituents. The porphyrins were prepared by the acid-catalyzed condensation of dipyrromethanes with aldehydes followed by oxidation with p-chloranil or 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). Optimal conditions for the condensation were identified after examining various reaction parameters such as solvent composition, acid concentration, and reaction time. The conditions identified (for aromatic aldehydes: EtOH/H2O 4:1, [DPM] = 4 mM, [aldehyde] = 4 mM, [HCl] = 38 mM, 16 h; for arylethynyl aldehydes: THF/H2O 2:1, [DPM] = 13 mM, [aldehyde] = 13 mM, [HCl] = 150 mM, 3 h) resulted in the formation of porphyrins in yields of 9-38% without detectable scrambling. This synthesis is compatible with diverse functionalities such as ester or nitrile. In total, 20 new trans-A2B2-, A3B-, and trans-AB2C-porphyrins were prepared. The scope and limitations of the two sets of reaction conditions have been explored. The methodological advantage of this approach is its straightforward access to building blocks and the formation of the porphyrin core in higher yields than by any other methodology and by using environmentally benign and nonhazardous chemicals.

Synthesis of A2B6-type [36]octaphyrins: Copper(II)-metalation-induced fragmentation reactions to porphyrins and N-fusion reactions of meso-(3-thienyl) substituents

5,10,15-Tris(pentafluorophenyl)tetrapyrromethane was efficiently prepared through a route involving stepwise diaroylation of 5- pentafluorophenyldipyrromethane. A2B6-type [36]octaphyrins were prepared by the cross condensation of the

Oxygen reduction catalyzed by a fluorinated tetraphenylporphyrin free base at Liquid/Liquid interfaces

The diprotonated form of a fluorinated free base porphyrin, namely 5-(p-aminophenyl)-10,15,20-tris(pentafluorophenyl)porphyrin (H2FAP), can catalyze the reduction of oxygen by a weak electron donor, namely ferrocene (Fc). At a water/1,2-dichlor

Synthesis and properties of directly linked corrole-ferrocene systems

Meso-substituted corroles bearing directly linked ferrocene unit have been synthesized for the first time. Among various methods studied, only the condensation of pentafluorophenyldipyrromethane with a formylferrocene led to this type of product. A triad

N-fusion reaction sequence of heptaphyrin(1.1.1.1.1.1.1): Singly, doubly, and quadruply N-fused heptaphyrins

meso-Heptakis(pentafluorophenyl) heptaphyrin(1.1.1.1.1.1.1) (1) was prepared by a stepwise route in 39% yield and its unique N-fusion reaction (NFR) sequence has been revealed; this reaction leads to singly-, doubly-, and quadruply N-fused heptaphyrins (4