Polycyclic conjugated hydrocarbons (PCHs) containing antiaromatic rings are of fundamental and technical interest. [N]naphthylene is an intriguing family of PCHs consisting of alternatingly fused naphthalenoids and antiaromatic cyclobutadienoids (CBDs). We recently reported the first three regioisomers of the [N]naphthylene family, synthesized by catalytic arene-norbornene annulation (CANAL) reaction followed by acidic aromatization. We now report an iterative strategy for CANAL synthesis allowing us to synthesize the forth regioisomer, edge-bent [3]naphthylene. The optoelectronic properties, local paratropicity, and crystal packing of the edge-bent [3]naphthylene were studied and compared with its closely related regioisomer, center-bent [3]naphthylene.

中文翻译：

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Edge-Bent [3]萘的迭代合成

含有抗芳香环的多环共轭烃 (PCH) 具有基础和技术意义。[N] 萘是一个有趣的 PCH 家族，由交替稠合的萘和抗芳香环丁二烯 (CBD) 组成。我们最近报道了 [N] 萘家族的前三种区域异构体，通过催化芳烃-降冰片烯环化 (CANAL) 反应合成，然后进行酸性芳构化。我们现在报告了 CANAL 合成的迭代策略，使我们能够合成第四种区域异构体，边缘弯曲的 [3] 萘。研究了边弯曲 [3] 萘的光电特性、局部共性和晶体堆积，并与其密切相关的区域异构体、中心弯曲 [3] 萘进行了比较。