Łukasz Łapok, Tomasz Pędziński, Magdalena Obłoza, Katarzyna Stadnicka
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1,4‐Benzodioxane substituted aza‐BODIPY: towards photostable yet efficient triplet photosensitizer
We report herein the synthesis of aza‐BODIPY substituted with 1,4‐benzodioxane‐6‐yl substituents at 3,5 positions of the chromophore system. Both pyrrole rings of the aza‐BODIPY in question were substituted with bromine atoms in order to induce highly desirable photophysical properties, such as highly populated excited triplet state (T1) and long excited triplet‐state lifetime (τT) of 21 µs. The photosensitized oxygenation of a model compounds, viz. DPBF, points to a high singlet oxygen and/or other ROS formation quantum yield of 0.42. The photosensitizer studied exhibited an absorption band within the so‐called “therapeutic window”, with λabs 678 nm. As estimated by CV/DPV measurements the 1,4‐benzodioxane‐6‐yl substituted aza‐BODIPYs studied exhibited a multi‐electron oxidations at a relatively low potentials (Eox), pointing to the very good electron‐donating properties of these molecules. High photostability and thermal stability was observed for all compounds studied. The good singlet oxygen quantum yield measured combined with an exceptional photostability makes this aza‐BODIPY a promising candidate for applications such as photocatalysis and photodynamic therapy (PDT).
期刊介绍:
Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics.
Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews.
A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal.
Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).