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Extended O‐Doped Polycyclic Aromatic Hydrocarbons
Authors:Dr. Daphné Stassen  Dr. Nicola Demitri  Prof. Dr. Davide Bonifazi
Affiliation:1. Namur Research College (NARC), Department of Chemistry, University of Namur (UNamur), Namur, Belgium;2. Elettra—Sincrotrone Trieste, Basovizza, Trieste, Italy;3. Department of Pharmaceutical and Chemical Sciences and INSTM UdR Trieste, University of Trieste, Trieste, Italy;4. School of Chemistry, Cardiff University, Main Building, Cardiff, UK
Abstract:The synthesis of O‐doped benzorylenes, in which peripheral carbon atoms have been replaced by oxygen atoms, has been achieved for the first time. This includes key high‐yielding ring‐closure steps which, through intramolecular C?O bond formation, allow stepwise planarization of oligonaphthalenes. Single‐crystal X‐ray diffraction showed that the tetraoxa derivative forms remarkable face‐to‐face π–π stacks in the solid state, a favorable solid‐state arrangement for organic electronics.
Keywords:copper  cyclization  macromolecules  nanostructures  supramolecular chemistry
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