On the synthesis of functionalized porphyrins and porphyrin conjugates via β-aminoporphyrins - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue New Journal of Chemistry Année : 2016

On the synthesis of functionalized porphyrins and porphyrin conjugates via β-aminoporphyrins

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Résumé

The synthesis of functionalized porphyrins and their conjugates from meso-tetraarylporphyrins through the acylation and the oxidation of beta-aminoporphyrins was investigated. 2,3-Dioxochlorins were prepared by the oxidation of a variety of beta-aminoporphyrins and subsequently used in a condensation reaction with functionalized aromatic aldehydes and ammonium acetate to form beta-functionalized porphyrins bearing a fused imidazole ring. Under optimized experimental conditions both reactions tolerate various functional groups and afford the products in an appropriate overall yield. The mildness and usefulness of this methodology are illustrated by several examples including the synthesis of porphyrins bearing receptor groups and water-solubilizing moieties.
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Dates et versions

hal-01427448 , version 1 (05-01-2017)

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Citer

Inna A. Abdulaeva, Kirill P. Birin, Julien Michalak, Anthony Romieu, Christine Stern, et al.. On the synthesis of functionalized porphyrins and porphyrin conjugates via β-aminoporphyrins. New Journal of Chemistry, 2016, 40 (7), pp.5758 - 5774. ⟨10.1039/c5nj03247d⟩. ⟨hal-01427448⟩
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