10,10'-Dimethoxy-9,9'-biazuleno[2,1-c]phenanthrene
| Autor: | Hiroshi Suemune, Ryota Nakamae, Kazuteru Usui, Kosuke Yamamoto |
|---|---|
| Rok vydání: | 2015 |
| Předmět: |
azulene-fused helicene
Organic Chemistry Regioselectivity Context (language use) Azulene Phenanthrene Photochemistry Electrochromic devices Biochemistry Medicinal chemistry lcsh:QD146-197 chemistry.chemical_compound Cycloisomerization chemistry Helicene homocoupling reaction lcsh:Inorganic chemistry ammonium persulfate Ammonium persulfate Physical and Theoretical Chemistry |
| Zdroj: | Molbank, Vol 2015, Iss 1, p M843 (2015) |
| ISSN: | 1422-8599 |
| Popis: | The title compound was prepared by the regioselective homocoupling of 10-methoxyazuleno[2,1- c ]phenanthrene in the presence of ammonium persulfate. The structure of the synthesized compound was assigned on the basis of its 1 H-NMR, FT-IR, and mass spectral data. Its crystal structure and electrochemical properties are also reported. Keywords: azulene-fused helicene; homocoupling reaction; ammonium persulfate Azulene and its derivatives, which are brilliant blue nonbenzenoid aromatic hydrocarbons, have garnered significant attention because of their remarkable electronic and optical properties. Significantly, the parent molecule exhibits a large dipole moment due to charged aromatic partial structures. Hence, azulene possesses donor-acceptor characteristics that may be exploited in advanced functional electronic, optoelectronic, and electrochromic devices. Among azulene derivatives, expansion of the π-conjugated system of 1,1'-biazulene derivatives has attracted significant interest owing to their unique spectral and redox properties [1–3]. In that context, we recently reported that azulene-fused helicenes could be formed through 1-functionalized [5]helicenes by Pt(II)-catalyzed cycloisomerization [4,5]. As a part of our research program, we herein report the synthesis of 10,10'-dimethoxy-9,9'-biazuleno[2,1 |
| Databáze: | OpenAIRE |
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