Two-step access to bis-meso-perfluoroalkyl-corroles towards meso-perfluoroacyl-ABC-corroles

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SANHUEZA FRIGOLETT, JUAN MANUEL
Julliard, Paul Gabriel
Pascal, Simon
Siri, Olivier
Giorgi, Michel
Cortés-Arriagada, Diego
Sanhueza, Luís Manuel
Canard, Gabriel
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10.1039/d4ob00191e
Keywords
Benzaldehyde - Acid-catalyzed Condensation - Alkyl Substituent - Basic Hydrolysis - Corroles - Dipyrromethanes - Long Chains - Macrocycles - Solventless - Positive Ions - Alkyl Group - Benzaldehyde - Benzaldehyde Derivative - Macrocyclic Compound - Adult - Article - Catalysis - Controlled Study - Drug Analysis - Hydrolysis - Male - Nonhuman - Oxidation
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Abstract
A solventless and acid-catalyzed condensation of meso-perfluoroalkyl-dipyrromethanes with selected benzaldehydes was used to prepare ten different bilanes that were isolated before their oxidation into trans-A<inf>2</inf>B-corroles bearing two meso-perfluoroalkyl groups. Macrocycles bearing long chains (C<inf>3</inf>F<inf>7</inf> or C<inf>7</inf>F<inf>15</inf>) are key precursors to afford ABC-corroles having a meso-acyl substituent when subjected to a mild and basic hydrolysis affecting one of the alkyl substituents. © 2024 Elsevier B.V., All rights reserved.
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Keywords
Benzaldehyde , Acid-catalyzed Condensation , Alkyl Substituent , Basic Hydrolysis , Corroles , Dipyrromethanes , Long Chains , Macrocycles , Solventless , Positive Ions , Alkyl Group , Benzaldehyde , Benzaldehyde Derivative , Macrocyclic Compound , Adult , Article , Catalysis , Controlled Study , Drug Analysis , Hydrolysis , Male , Nonhuman , Oxidation
Citation
10.1039/d4ob00191e