A C216-Nanographene Molecule with Defined Cavity as Extended Coronoid
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- 作者：Uliana Beser ; Marcel Kastler ; Ali Maghsoumi ; Manfred Wagner ; Chiara Castiglioni ; Matteo Tommasini ; Akimitsu Narita ; Xinliang Feng ; Klaus Müllen
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：April 6, 2016
- 年：2016
- 卷：138
- 期：13
- 页码：4322-4325
- 全文大小：408K
- ISSN：1520-5126
文摘
We describe the first coronoid nanographene C216-molecule. As an extended polycyclic aromatic hydrocarbon containing a defined cavity, our molecule can be seen as a model system to study the influence of holes on the physical and chemical properties of graphene. Along the pathway of an eight-step synthesis including Yamamoto-type cyclization followed by 6-fold Diels–Alder cycloaddition, C216 was obtained by oxidative cyclodehydrogenation in the final step. The defined molecular structure with a cavity was unambiguously validated by MALDI-TOF mass spectrometry and FTIR, Raman, and UV–vis absorption spectroscopy coupled with DFT simulations.