Max Planck Institute for Polymer Research , Ackermannweg 10, 55128, Mainz, Germany.
Dipartimento di Chimica, Materiali ed Ingegneria Chimica 'G. Natta', Politecnico di Milano , Piazza Leonardo da Vinci 32, 20133 Milano, Italy.
J Am Chem Soc. 2016 Apr 6;138(13):4322-5. doi: 10.1021/jacs.6b01181. Epub 2016 Mar 23.
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.
我们描述了第一个冠状纳米石墨烯 C216 分子。作为一种含有特定空腔的扩展多环芳烃，我们的分子可以被视为研究孔对石墨烯物理和化学性质影响的模型体系。在包括 Yamamoto 型环化和 6 倍 Diels-Alder 环加成在内的八步合成途径中，通过最后一步的氧化环脱氢反应得到了 C216。通过 MALDI-TOF 质谱和 FTIR、拉曼和紫外-可见吸收光谱与 DFT 模拟相结合，明确验证了具有空腔的定义分子结构。
