Synthesis of Dioxa-1,7-naphthicorrole and Its Oxidized Porphyrinoid as a Potential Built-In Linker for Biomolecules

Min Sung Ko, Jung Ho Hong, Adil S. Aslam, Yoon Hee Lee, Dong Gyu Cho

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

The first aromatic benzicorrole termed naphthicorrole was synthesized with a carbon donor containing more than six members. Its oxidized (enedione-embedded) porphyrinoid was also obtained using different meso-aryl substitutions under sequential oxidation conditions. The resulting enedione motif of the nonaromatic porphyrinoid was regioselective to the C2 position for S or N nucleophiles. Thus, the oxidized porphyrinoid was tested as a built-in linker for biomolecules. The progress of the reaction was visually monitored due to their different conjugation pathways.

Original languageEnglish
Pages (from-to)722-726
Number of pages5
JournalJournal of Organic Chemistry
Volume88
Issue number1
DOIs
StatePublished - 6 Jan 2023

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© 2022 American Chemical Society.

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