| Autor: |
Yongning Xing, Yusuke Kobayashi, Masanori Nikaido, Takeo Kawabata, Takuya Murai, Toshifumi Kuribayashi, Shohei Hamada, Mayu Kurokawa, Elghareeb E. Elboray, Takumi Furuta, Takahiro Sasamori |
| Rok vydání: |
2021 |
| Předmět: |
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| DOI: |
10.26434/chemrxiv-2021-0wzfl |
| Popis: |
A one-pot transformation of biaryl dicarboxylic acids to (NH)-phenanthridinone derivatives based on a Curtius rearrangement and subsequent basic hydrolysis was developed. This method is also applicable for the preparation of optically active amide-functionalized [7]helicene-like molecules. Furthermore, aza[5]helicene derivatives with a phosphate moiety were isolated as a product of the Curtius rearrangement step in the case of substrates that bear chalcogen atoms. The stereostructures of these products, revealed by X-ray diffraction analysis, suggested that chalcogen-bonding and pnictogen-bonding interactions might contribute to their stabilization. The configurational stability of the helicene-like molecules and their chiroptical properties were further investigated. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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