Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (9): 2722-2731.DOI: 10.6023/cjoc20203013 Previous Articles     Next Articles

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氰基乙烯类化合物的制备与应用研究进展

曾玉, 黎忠昊, 邓思威, 陈祖佳, 陈璧瑜, 宇世伟*(), 沈晴, 汪朝阳*()   

  1. 华南师范大学化学学院 教育部环境理论化学重点实验室 广州市生物医学分析化学重点实验室 GDMPA手性药物过程控制与质量评价重点实验室 广州 510006
  • 收稿日期:2024-03-12 修回日期:2024-04-15 发布日期:2024-05-10
  • 通讯作者: 宇世伟, 汪朝阳
  • 基金资助:
    广东省基础与应用基础研究基金(2021A1515012342); 华南师范大学课外科研(23HXKB06); 华南师范大学课外科研(23HXKB01)

Research Progress on Preparation and Application of Cyanoethylenes

Yu Zeng, Zhonghao Li, Siwei Deng, Zujia Chen, Biyu Chen, Shiwei Yu(), Qing Shen, Zhaoyang Wang()   

  1. Key Laboratory of Theoretical Chemistry of Environment of Ministry of Education, Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals, School of Chemistry, South China Normal University, Guangzhou, 510006, China
  • Received:2024-03-12 Revised:2024-04-15 Published:2024-05-10
  • Contact: Shiwei Yu, Zhaoyang Wang
  • Supported by:
    Guangdong Basic and Applied Basic Research Foundation(2021A1515012342); Extracurricular Scientific Research Project of South China Normal University(23HXKB06); Extracurricular Scientific Research Project of South China Normal University(23HXKB01)

Cyanoethylenes are a class of easily prepared π-π conjugated compounds, which can be obtained by Knoevenagel condensation, multi-component reaction, tandem reaction and other green methods. The special D-π-A structural unit in cyanoethylene compounds makes their optical properties applicable to the fields such as fluorescent probes, sensitizers in dye-sensitized batteries, etc. At the same time, the difference in the electron cloud density of β-carbon, cyanocarbon, and γ-carbon in cyanoethylenes affects their chemical reaction properties, so that they can be used as different synthons to mildly construct various nitrogen-containing compounds, especially cyclic compounds through Michael type addition and cycloaddition type reactions. Based on the types of cyanoethylene compounds, their common preparation strategies are summarized. According to the applications in different optical fields, cyanoethylene-type fluorescent probes and battery sensitizers are introduced. The applications of cyanoethylenes in the area of organic synthesis in recent years are also reviewed in accordance with the reaction type and product structure. In the future, with the more understanding of the performance and application of cyanoethylenes, the more fluorescent probe molecules with excellent performance will be designed, and the further organic synthesis application of cyanoethylene compounds will be developed.

Key words: cyanoethylene, fluorescent probe, synthon, Michael type addition, cycloaddition type reaction