[4]Chrysaorene, a fully conjugated carbocyclic coronoid, is shown to be a low-bandgap π-conjugated system with a distinct open-shell character. The system shows good chemical stability and can be oxidized to well-defined radical cation and dication states. The cavity of [4]chrysaorene acts as an anion receptor toward halide ions with a particular selectivity toward iodides ( Ka = 207 ± 6 M-1). The interplay between anion binding and redox chemistry is demonstrated using a 1H NMR analysis in solution. In particular, a well-resolved, paramagnetically shifted spectrum of the [4]chrysaorene radical cation is observed, providing evidence for the inner binding of the iodide. The radical cation-iodide adduct can be generated in thin solid films of [4] chrysaorene by simple exposure to diiodine vapor.

中文翻译：

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完全共轭 [4]Chrysaorene。四自由基大环中的氧化还原偶联阴离子结合

[4] Chrysaorene 是一种完全共轭的碳环类冠酮，被证明是一种低带隙 π 共轭系统，具有独特的开壳特性。该系统显示出良好的化学稳定性，可以氧化成明确定义的自由基阳离子和双阳离子状态。[4]chrysaorene 的空腔充当对卤化物离子的阴离子受体，对碘化物具有特定的选择性 (Ka = 207 ± 6 M-1)。使用溶液中的 1H NMR 分析证明了阴离子结合和氧化还原化学之间的相互作用。特别是，观察到 [4] 菊烯自由基阳离子的解析良好的顺磁位移光谱，为碘化物的内部结合提供了证据。通过简单地暴露于二碘蒸气中，可以在 [4] 菊烯的固体薄膜中生成自由基阳离子碘化物加合物。