title: Super-heptazethrene.
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.
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singapore.
authors.forename: Wangdong
authors.initials: W
authors.lastname: Zeng
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singapore.
authors.forename: Zhe
authors.initials: Z
authors.lastname: Sun
authors.affiliation: Department of Materials Science and Engineering, National University of Singapore, 119260, Singapore, Singapore.
authors.forename: Tun Seng
authors.initials: TS
authors.lastname: Herng
authors.affiliation: KAUST Catalysis Center and Division of Physical Sciences & Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal, 23955-6900, Saudi Arabia.
authors.forename: Théo P
authors.initials: TP
authors.lastname: Gonçalves
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singapore.
authors.forename: Tullimilli Y
authors.initials: TY
authors.lastname: Gopalakrishna
authors.affiliation: KAUST Catalysis Center and Division of Physical Sciences & Engineering, King Abdullah University of Science and Technology (KAUST), Thuwal, 23955-6900, Saudi Arabia.
authors.forename: Kuo-Wei
authors.initials: KW
authors.lastname: Huang
authors.affiliation: Department of Materials Science and Engineering, National University of Singapore, 119260, Singapore, Singapore. msedingj@nus.edu.sg.
authors.forename: Jun
authors.initials: J
authors.lastname: Ding
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singapore. chmwuj@nus.edu.sg.|Institute of Materials Research and Engineering, A*STAR, 2 Fusionopolis Way, Innovis, #08-03, 117602, Singapore, Singapore. chmwuj@nus.edu.sg.
authors.forename: Jishan
authors.initials: J
authors.lastname: Wu
keywords: polycyclic hydrocarbons; quinoids; radicals; synthetic methods; zethrene