Type
ArticleAuthors
Zeng, WangdongSun, Zhe
Herng, Tun Seng
Goncalves, Theo
Gopalakrishna, Tullimilli Y.
Huang, Kuo-Wei

Ding, Jun
Wu, Jishan
KAUST Department
Chemical Science ProgramHomogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2016-05-30Online Publication Date
2016-05-30Print Publication Date
2016-07-18Permanent link to this record
http://hdl.handle.net/10754/623144
Metadata
Show full item recordAbstract
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.Citation
Zeng W, Sun Z, Herng TS, Gonçalves TP, Gopalakrishna TY, et al. (2016) Super-heptazethrene. Angewandte Chemie International Edition 55: 8615–8619. Available: http://dx.doi.org/10.1002/anie.201602997.Sponsors
This work was supported by the MOE Tier 3 programme (MOE2014-T3-1-004) and by an A*STAR JCO grant (1431AFG100). We thank Dr. Hiroyasu Sato in Rigaku Co. and Dr. Bruno Donnadieu in NUS for the crystallographic analysis.Publisher
WileyJournal
Angewandte Chemieae974a485f413a2113503eed53cd6c53
10.1002/anie.201602997