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- W2742381909 abstract "An alternative route to benziporphyrins has been developed. Reaction of an [Formula: see text]-unsubstituted pyrrole ethyl ester with isophthaloyl chloride in the presence of aluminum chloride afforded a diketone that underwent selective reduction with diborane to give a benzitripyrrane. Cleavage of the ethyl esters with sodium hydroxide in refluxing ethylene glycol, followed by acid catalyzed condensation with a pyrrole dialdehyde and oxidation with DDQ, generated the targeted benziporphyrin product. Spectrophotometric titration of the benziporphyrin with trifluoroacetic acid (TFA) demonstrated the sequential formation of mono- and dicationic species. At lower dilutions, the free base benziporphyrin showed unusually strong [Formula: see text] coupling between two adjacent methyl substituents, indicating that the connecting unit has substantial olefinic characteristics." @default.
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- W2742381909 date "2017-07-01" @default.
- W2742381909 modified "2023-09-26" @default.
- W2742381909 title "An alternative synthesis of benziporphyrins starting from isophthaloyl chloride" @default.
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