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- Title
Super-heptazethrene.
- Authors
Zeng, Wangdong; Sun, Zhe; Herng, Tun Seng; Gonçalves, Théo P.; Gopalakrishna, Tullimilli Y.; Huang, Kuo ‐ Wei; Ding, Jun; Wu, Jishan
- 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.
- Subjects
POLYCYCLIC aromatic hydrocarbons synthesis; FRIEDEL-Crafts reaction; ALKYLATION; OXIDATIVE dehydrogenation; RADICALS (Chemistry)
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 30, p8757
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201602997