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Super‐heptazethrene
Authors:Dr Wangdong Zeng  Dr Zhe Sun  Dr Tun Seng Herng  Dr Théo P Gonçalves  Dr Tullimilli Y Gopalakrishna  Prof Kuo‐Wei Huang  Prof Jun Ding  Prof Jishan Wu
Institution:1. Department of Chemistry, National University of Singapore, Singapore, Singapore;2. Department of Materials Science and Engineering, National University of Singapore, Singapore, Singapore;3. KAUST Catalysis Center and Division of Physical Sciences & Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal, Saudi Arabia;4. Institute of Materials Research and Engineering, A*STAR, Singapore, Singapore
Abstract:The challenging synthesis of a laterally extended heptazethrene molecule, the super‐heptazethrene derivative SHZ‐CF3 , is reported. This molecule was prepared using a strategy involving a multiple selective intramolecular Friedel–Crafts alkylation followed by oxidative dehydrogenation. Compound SHZ‐CF3 exhibits an open‐shell singlet diradical ground state with a much larger diradical character compared with the heptazethrene derivatives. An intermediate dibenzo‐terrylene SHZ‐2H was also obtained during the synthesis. This study provides a new synthetic method to access large‐size quinoidal polycyclic hydrocarbons with unique physical properties.
Keywords:polycyclic hydrocarbons  quinoids  radicals  synthetic methods  zethrene
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