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
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.
Topics & Concepts
RegioselectivityBiomoleculeLinkerNucleophileChemistryCombinatorial chemistryArylNanotechnologyOrganic chemistryMaterials scienceCatalysisBiochemistryComputer scienceOperating systemAlkylPorphyrin and Phthalocyanine ChemistryPhotosynthetic Processes and MechanismsMetal-Catalyzed Oxygenation Mechanisms