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双-2-萘甲酸烷基酯的分子内类立方烷光二聚体的手性拆分

Chiral Resolution of Intramolecular Cubane-Like Photodimers from Alkyl bis-2-Naphthoates
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摘要 双-2-萘甲酸多亚甲基二醇酯(N-Mn-N,n=2,3,4,5)在环己烷中进行光二聚反应的效率和产物的结构明显受链节长度的影响.N-M3-N生成反式-头头和顺式-头头两种结构的类立方烷,而N-M4-N和N-M5-N高产率、高区域选择性地生成反式-头头结构的类立方烷.更有意义的是,我们利用高效液相色谱成功拆分了反式-头头结构的分子内光二聚产物. The photodimerization of polymethylene bis-2-naphthoates （N-Mo-N, n = 2, 3, 4, 5） is very dependent on the length of alkyl chain in cyclohexane. Under light irradiation, N-M3-N gave both anti-head-to-head and syn-head-to-head photodimers, while N-M4-N and N-Ms-N eaeh exclusively produced anti-head-to-head photodimer with high yield and high regioselectivity. Importantly, the intramolecular anti-head-to-head cubane-like photodimer has been successfully resolved into its enantiomers by HPLC.
作者 程素芳 陈彬 张丽萍 佟振合 吴骊珠
机构地区 中国科学院理化技术研究所光化学转换与功能材料重点实验室 中国科学院研究生院
出处 《影像科学与光化学》 CAS CSCD 北大核心 2012年第5期321-329,共9页 Imaging Science and Photochemistry
基金 科技部国家重点基础研究发展规划项目(2010CB833304 2007CB808004) 国家自然科学基金资助项目(20920102033 20972171 91027041)
关键词 双-2-萘甲酸多亚甲基二醇酯 分子内光二聚反应 类立方烷化合物 区域选择性 手性拆分 polymethylenephotodimersbis-2-naphthoates intramolecular photodimerizatiom cubane-likeregioselectivity chiral resolution
分类号 O631.3 [理学—高分子化学]
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参考文献22

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影像科学与光化学
2012年 第5期

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