芳香偶氮衍生物合成策略研究的新进展

doi:10.6023/cjoc201209042

有机化学 ›› 2013, Vol. 33 ›› Issue (03): 444-457.DOI: 10.6023/cjoc201209042 上一篇下一篇

综述与进展

芳香偶氮衍生物合成策略研究的新进展

钦传光^a,b, 李洋^b, 李海亮^b, 李大为^b, 牛卫宁^b, 尚晓娅^b, 徐春兰^b

a 西北工业大学理学院应用化学系教育部空间应用物理与化学重点实验室陕西省高分子科学与技术重点实验室西安 710129;
b 西北工业大学生命学院西安 710072

收稿日期:2012-09-28 修回日期:2012-11-15 发布日期:2012-11-20
通讯作者: 钦传光 E-mail:qinchg@nwpu.edu.cn
基金资助:
国家自然科学基金(Nos. 31001012, 31101304, 20802057, 20672086)、陕西省自然科学基础研究计划重点(No. 2012JZ2002)和西北工业大学研究生创业种子基金(No. Z2012198)资助项目.

Novel Progresses in Synthesis Strategies of Aromatic Azo Derivatives

Qin Chuanguang^a,b, Li Yang^b, Li Hailiang^b, Li Dawei^b, Niu Weining^b, Shang Xiaoya^b, Xu Chunlan^b

a Key Laboratory of Space Applied Physics and Chemistry of Ministry of Education and Key Laboratory of Macromolecular Science & Technology of Shaanxi Province, Department of Applied Chemistry, School of Natural & Applied Sciences, Northwestern Polytechnical University, Xi'an 710129;
b School of Life Science, Northwestern Polytechnical University, Xi'an 710072

Received:2012-09-28 Revised:2012-11-15 Published:2012-11-20
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 31001012, 31101304, 20802057, 20672086), the Natural Science Basic Research Plan in Shaanxi Province of China (No. 2012JZ2002) and the Postgraduate Pioneer Seed Funding of Northwestern Polytechnical University (No. Z2012198).

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摘要/Abstract

芳香偶氮化合物具有独特的光致顺反异构特性, 不仅应广泛用于传统化学工业, 还将应用于光化学分子开关、主客体超分子化学识别、自组装液晶材料、生物医学成像与化学分析以及光驱分子马达等诸多新兴科学领域. 特别具挑战性的是开发具有高化学稳定性和热稳定性又易检测的偶氮发色团, 近年来受到科研工作者们的高度关注. 随着人们对研究新型芳香偶氮衍生物的迫切需要, 又相继创新和发展了一些更新、更有效的芳香偶氮化合物合成方法, 综述了最近新型芳香偶氮衍生物合成方法的新进展, 尤其强调了芳基肼的氧化脱氢反应和金属催化偶联反应、芳胺的氧化反应、硝基芳香化合物的还原偶联反应、芳香偶氮氧化物的转化与还原、叠氮芳香化合物的催化偶联与热分解反应以及芳香基重氮盐的偶合与催化偶联反应等在芳香偶氮化合物合成方面应用的新趋势.

关键词: 芳香偶氮衍生物, 合成策略, 芳基肼, 芳胺, 芳香硝基化合物, 芳香叠氮化合物

Aromatic azo derivatives possess a particular character that is the light driven reversible isomerization between their cis- and trans-forms, which makes them excellent candidates to modulate the relative movement of different moieties. They are widely used not only in the traditional chemical industry, but also in many newly rising areas of science, such as photochemical molecular switch, super-molecular chemistry of host-guest recognition, self-assembly liquid crystal material, analysis of biomedical imaging and chemical, light driven molecular motor, and so on. The development of chromophores with characteristics, like high chemical stability, thermal stability over a wide temperature range and having two forms easily detectable by a method that does not cause irreversible molecular alterations, is a major challenge for researchers who focus their interest in this area. With the increasing need for investigating unknown aromatic azo derivatives, many novel efficient synthesis strategies are recently innovated and developed in succession. This critical review covers the various synthetic methods of aromatic azo derivatives reported more recently, with special emphasis on application of arylhydrazine, arylamine, nitroarene, azoxyarene, arylazide, and their derivatives.

Key words: azoarene derivative, synthesis strategy, arylhydrazine, arylamine, nitroarene, arylazide

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钦传光, 李洋, 李海亮, 李大为, 牛卫宁, 尚晓娅, 徐春兰. 芳香偶氮衍生物合成策略研究的新进展[J]. 有机化学, 2013, 33(03): 444-457.

Qin Chuanguang, Li Yang, Li Hailiang, Li Dawei, Niu Weining, Shang Xiaoya, Xu Chunlan. Novel Progresses in Synthesis Strategies of Aromatic Azo Derivatives[J]. Chin. J. Org. Chem., 2013, 33(03): 444-457.

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芳香偶氮衍生物合成策略研究的新进展

Novel Progresses in Synthesis Strategies of Aromatic Azo Derivatives

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