Synthesis of Polycyclic Aromatic Compounds by Electrocyclization–Dehydrogenation of Diradicaloids,Organic Letters

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Synthesis of Polycyclic Aromatic Compounds by Electrocyclization–Dehydrogenation of Diradicaloids
Organic Letters ( IF 4.9 ) Pub Date : 2024-09-06 , DOI: 10.1021/acs.orglett.4c02886
Peipei Liu ₁ , Meng-Xiang Wu ₁ , Meng-Ling Yu ₁ , Hao Kang ₁ , Bin Huang ₁ , Hai-Bo Yang ₁ , Xiao-Li Zhao ₁ , Xueliang Shi ₁

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Herein, we present a novel and efficient method for the synthesis of two new polycyclic aromatic hydrocarbons, 1 and 2, through the electrocyclization–dehydrogenation of diradicaloids. The proposed oxidative electrocyclization via intermediate diradicaloids is monitored by electron paramagnetic resonance and ultraviolet–visible spectroscopy. Interestingly, 1 exhibits chirality because of its inherent helical skeleton, and 2 features long-wavelength absorption and near-infrared emission properties due to its extended π-conjugation.

中文翻译：

双自由基电环化-脱氢合成多环芳香族化合物

在此，我们提出了一种通过双自由基的电环化-脱氢合成两种新型多环芳烃1和2的新颖有效的方法。通过电子顺磁共振和紫外-可见光谱监测所提出的通过中间体双自由基的氧化电环化。有趣的是， 1因其固有的螺旋骨架而表现出手性，而2因其扩展的π共轭而具有长波长吸收和近红外发射特性。

更新日期：2024-09-06

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