蒽衍生物的光化学[4+4]二聚反应:近期合成进展与应用

doi:10.6023/cjoc20161101

有机化学 ›› 2017, Vol. 37 ›› Issue (3): 543-554.DOI: 10.6023/cjoc20161101 上一篇下一篇

综述与进展

蒽衍生物的光化学[4+4]二聚反应:近期合成进展与应用

刘伟刚^a,b, 郭利峰^a,b, 范洋洋^a,b, 黄泽傲^a,b, 丛欢^a,b

a 中国科学院理化技术研究所光化学转换与功能材料院重点实验室北京 100190;
b 中国科学院大学未来技术学院北京 100190

收稿日期:2016-11-02 修回日期:2016-12-06 发布日期:2016-12-12
通讯作者: 丛欢,E-mail:hcong@mail.ipc.ac.cn;Tel.:86-10-82543492 E-mail:hcong@mail.ipc.ac.cn
基金资助:
中组部“青年千人计划”、国家自然科学基金（No.21672227）、中国科学院（No.XDB17030200）及中国博士后科学基金（No.2016M601140）资助项目.

[4+4] Photodimerization of Anthracene Derivatives: Recent Synthetic Advances and Applications

Liu Weigang^a,b, Guo Lifeng^a,b, Fan Yangyang^a,b, Huang Zeao^a,b, Cong Huan^a,b

a CAS Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190;
b School of Future Technology, University of Chinese Academy of Sciences, Beijing 100190

Received:2016-11-02 Revised:2016-12-06 Published:2016-12-12
Contact: 10.6023/cjoc201611001 E-mail:hcong@mail.ipc.ac.cn
Supported by:
Project supported by the "Thousand Youth Talents Plan", the National Natural Science Foundation of China (No. 21672227), the Chinese Academy of Sciences (No. XDB17030200) and the China Postdoctoral Science Foundation (No. 2016M601140).

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摘要/Abstract

蒽及其衍生物的[4+4]光二聚反应已有超过百年的研究历史.该经典光化学反应具有底物多样、操作简便、（可控条件下）可逆等突出优点，然而其反应产物的异构体分离困难和溶解度差等制约因素限制了该反应在合成化学中的应用.鉴于反应的二聚体产物具有独特的分子刚性和几何形状，其尚未被充分挖掘的合成用途值得深入研究.总结本世纪十余年来蒽衍生物光二聚反应的代表性研究成果，分别围绕反应区域选择性和对映选择性的合成进展、在功能有机分子和分子机器领域的合成应用进行介绍.

关键词: 蒽, 光化学, 二聚反应, [4+4]环加成, 合成应用

The[4+4] photodimerizations of anthracene and its derivatives have been extensively studied for over a century. This classic photochemical reaction features broad substrate scope, user-friendly operation, and controllable reversibility. However, the synthetic applications of anthracene photodimerizations have been underdeveloped thus far, largely because of stereoisomer separation and solubility problems of the dianthracene products. Considering that the dianthracene products display unique molecular rigidity and geometry, further studies to improve the synthetic utility of anthracene photodimerizations should be warranted. This review summarizes the representative works of anthracene photodimerizations since the beginning of the 21st century, highlighting the synthetic advances to improve the reaction regio- and enantio-selectivity, as well as the synthetic applications toward functional organic molecules and molecular machines.

Key words: anthracene, photochemistry, dimerization, [4+4] cycloaddition, synthetic applications

引用此文

刘伟刚, 郭利峰, 范洋洋, 黄泽傲, 丛欢. 蒽衍生物的光化学[4+4]二聚反应:近期合成进展与应用[J]. 有机化学, 2017, 37(3): 543-554.

Liu Weigang, Guo Lifeng, Fan Yangyang, Huang Zeao, Cong Huan. [4+4] Photodimerization of Anthracene Derivatives: Recent Synthetic Advances and Applications[J]. Chin. J. Org. Chem., 2017, 37(3): 543-554.

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蒽衍生物的光化学[4+4]二聚反应:近期合成进展与应用

[4+4] Photodimerization of Anthracene Derivatives: Recent Synthetic Advances and Applications

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