The self‐assembly of a bowl‐shaped naphthalimide‐annulated corannulene of high solubility has been studied in a variety of solvents by NMR and UV/Vis spectroscopy. Evaluation by the anti‐cooperative K₂‐K model revealed the formation of supramolecular dimers of outstanding thermodynamic stability. Further structural proof for the almost exclusive formation of dimers over extended aggregates is demonstrated by atomic force microscopy (AFM) and diffusion ordered spectroscopy (DOSY) measurements as well as by theoretical calculations. Thus, herein we present the first report of a supramolecular dimer of an annulated corannulene derivative in solution and discuss its extraordinarily high thermodynamic stability with association constants up to >10⁶ M⁻¹ in methylcyclohexane, which is comparable to the association constants given for planar phthalocyanine and perylene bisimide dyes.

中文翻译：

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碗形萘酰亚胺亚胺基Corannulene的自组装。

通过NMR和UV / Vis光谱研究了碗形的高溶解性萘二甲酰亚胺环化的环戊烯在多种溶剂中的自组装。通过反合作的K ₂ - K模型进行评估，发现形成了具有出色热力学稳定性的超分子二聚体。通过原子力显微镜（AFM）和扩散有序光谱（DOSY）测量以及理论计算，证明了在扩展的聚集体上几乎完全形成二聚体的进一步结构证明。因此，在本文中，我们提出了溶液中环戊二烯衍生物的超分子二聚体的第一个报告，并讨论了其超高的热力学稳定性，其缔合常数高达> 10 ⁶  M在甲基环己烷中的^-1，与平面酞菁和per双酰亚胺染料的缔合常数相当。