| 紫外辐照法合成环蕃醛 |
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| 引用本文： | 金振康,刘和文.紫外辐照法合成环蕃醛[J].应用化学,2019,36(12):0-1375. |
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| 作者姓名： | 金振康 刘和文 |
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| 作者单位： | 中国科学技术大学化学与材料科学学院 合肥 230026 |
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| 基金项目： | 国家自然科学基金(51673181)项目资助 |
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| 摘 要： | 利用254 nm紫外光对2.2]对环蕃氯仿溶液进行辐照,得到两种主要产物4-醛基-2.2]-对环蕃和4,4'-(乙基-1,2-二取代)二苯甲醛,利用核磁共振波谱仪(NMR)和气相色谱-质谱联用(GC-MS)技术手段对产物的结构进行分析研究。 同时对反应条件进行探究,发现当氯仿和水同时存在时才能生成醛基,并由此提出了提出了可能的反应机理:通过瑞默-提曼反应使CHCl2·自由基加成到苯环上并进一步生成醛基。
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| 关 键 词： | 环蕃 环蕃醛 紫外辐照 |
| 收稿时间： | 2019-05-20 |
Synthesis of Cyclophanealdehyde by Ultraviolet Irradiation |
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| JIN Zhenkang,LIU Hewen.Synthesis of Cyclophanealdehyde by Ultraviolet Irradiation[J].Chinese Journal of Applied Chemistry,2019,36(12):0-1375. |
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| Authors: | JIN Zhenkang LIU Hewen |
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| Institution: | School of Chemistry and Materials Science,University of Science and Technology of China,Hefei 230026,China |
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| Abstract: | In this paper, the chloroform solution of 2.2]paracyclophane is irradiated under 254 nm ultraviolet light to yield two main products, i.e. 4-formyl2.2]paracyclophane and 4,4'-(ethane-1,2-diyl)dibenzaldehyde. The structures of the products are characterized by nuclear magnetic resonance spectroscopy (NMR), gas chromatography-mass spectrometer (GC-MS). The reaction conditions are explored. The coexistence of chloroform and water is important to form the aldehyde products and a possible reaction mechanism that the CHCl2· radical is added to the benzene ring and further forms an aldehyde group by Reimer-Tiemann reaction is proposed. |
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| Keywords: | cyclophane cyclophanealdehyde ultraviolet irradiation |
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