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- Title
Helicenes Fused with Hexafluorocyclopentene (HFCP): Synthesis, Structure, and Properties.
- Authors
Agou, Tomohiro; Kohara, Masaki; Tamura, Yuuki; Yamada, Keisuke; Shiitsuka, Kazuki; Hosoya, Takaaki; Mizuhata, Yoshiyuki; Tokitoh, Norihiro; Hayashi, Yuki; Moronuki, Yusuke; Ishii, Akihiko; Tanaka, Yusuke; Muranaka, Atsuya; Uchiyama, Masanobu; Yamada, Shigeyuki; Konno, Tsutomu; Fukumoto, Hiroki; Kubota, Toshio
- Abstract
Helicenes fused with hexafluorocyclopentene (HFCP) were synthesized by oxidative photocyclization of stilbene derivatives (the Mallory reaction). Of the newly‐obtained fluorinated helicenes, the [7]helicenes bearing one‐ or three‐HFCP units were structurally characterized by X‐ray crystallographic analysis. The attempted synthesis of [9]helicene fused with three HFCP units resulted in the unexpected formation of a novel double helicene consisting of [4]‐ and [6]‐helicenes sharing peripheral benzene rings. Optical properties and chiral resolutions of the newly obtained HFCP‐substituted helicenes are also described.
- Subjects
HELICENES; STILBENE derivatives; RESOLUTION (Chemistry); OPTICAL properties; PHOTOCYCLIZATION
- Publication
European Journal of Organic Chemistry, 2020, Vol 2020, Issue 12, p1871
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202000152