En Route to Stimuli‐Responsive Boron‐, Nitrogen‐, and Sulfur‐Doped Polycyclic Aromatic Hydrocarbons |
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Authors: | Valentin M Hertz Julian G Massoth Dr Michael Bolte Dr Hans‐Wolfram Lerner Prof?Dr Matthias Wagner |
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Institution: | Institut für Anorganische und Analytische Chemie, Goethe-Universit?t Frankfurt, Frankfurt am Main, Germany), Fax: (+49)?69-798-29260 |
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Abstract: | Replacing both meso carbon atoms of the polycyclic aromatic hydrocarbon (PAH) bisanthene by boron atoms creates an efficient blue fluorophore with a strong electron‐accepting character. The corresponding meso‐B,S‐doped bisanthene exhibits a solvent‐dependent green‐to‐orange photoluminescence and undergoes a reversible reduction at E =?2.06 V (vs. FcH/FcH+). After oxidation of the sulfur atom, the resulting sulfoxide emits in the blue range of the spectrum, shows only negligible solvatochromism, and a reversible redox transition at E =?1.74 V. Several related B, N‐ and B, S‐containing PAHs have been prepared following the same modular synthetic procedure and are also described herein. In order to systematically compare their optoelectronic properties, all products have been investigated by cyclic voltammetry as well as UV/Vis absorption/emission spectroscopy. |
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Keywords: | boron luminescence organic electronics organoborane polycyclic aromatic hydrocarbons |
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