| Autor: |
Yuki Sakamoto, Junichiro Hirano, Emiko Nishimoto, Daisuke Owase, Ren Takayanagi, Keita Tajima, Takuya Omine, Fumitaka Ishiwari, Akinori Saeki, Jinseok Kim, Juwon Oh, Dongho Kim, Tomoyuki Ikai, Eiji Yashima, Hiroshi Shinokubo, Norihito Fukui |
| Rok vydání: |
2023 |
| DOI: |
10.26434/chemrxiv-2023-f1djk-v2 |
| Popis: |
The elegant architectures of nonplanar π-systems, such as fullerene and corannulene, exhibit distinctive functionalities that have played a significant role in advancing science and technology. The current approach to synthesizing nonplanar π-systems heavily relies on the stepwise formation of bonds between their constituent fragments, which is known as the bottom-up approach. The limited number of synthetic pathways to nonplanar π-systems inevitably results in impractical molecular frameworks. Herein, we demonstrate that a constructive destruction approach, based on the oxidative cleavage of internal double bonds of dibenzo[g,p]chrysene that immediately produces eightphenone: the first readily available figure-eight molecule. Eightphenone adopts a D2-symmetric structure with excellent configurational stability and is a highly efficient emitter of circularly polarized phosphorescence. The oxidative cleavage of internal double bonds is also applicable to larger nanographene molecules, resulting in unprecedented structures with multiple figure-eight units. This study introduces the concept of constructive destruction as an alternative to conventional bottom-up approaches, paving the way for the design of new materials. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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