A C216-Nanographene
Molecule with Defined Cavity
as Extended Coronoid

Beser, Uliana; Kastler, Marcel; Maghsoumi, Ali; Wagner, Manfred; Castiglioni, Chiara; Tommasini, Matteo; Narita, Akimitsu; Feng, Xinliang; Müllen, Klaus

doi:10.1021/jacs.6b01181.s001

A C216-Nanographene Molecule with Defined Cavity as Extended Coronoid

journal contribution

posted on 2016-03-15, 00:00 authored by Uliana Beser, Marcel Kastler, Ali Maghsoumi, Manfred Wagner, Chiara Castiglioni, Matteo Tommasini, Akimitsu Narita, Xinliang Feng, Klaus Müllen

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.