应用化学 ›› 2015, Vol. 32 ›› Issue (12): 1379-1385.DOI: 10.11944/j.issn.1000-0518.2015.12.150168

• 研究论文 • 上一篇    下一篇

基于紫外光谱的N-2,4-二硝基苯基吡啶季铵盐的开环

邓兆静,高康莉,李郭成,韩国志()   

  1. 南京工业大学理学院 南京 210009
  • 收稿日期:2015-05-14 接受日期:2015-08-21 出版日期:2015-12-01 发布日期:2015-12-01
  • 通讯作者: 韩国志
  • 基金资助:
    东南大学分子电子学国家重点实验室开放课题(20111218)资助

Ring-Opening Reaction of N-(2,4-Dinitrophenyl) Pyridinium Chloride by Ultraviolet Spectrum

DENG Zhaojing,GAO Kangli,LI Goucheng,HAN Guozhi()   

  1. College of Science,Nanjing Tech University,Nanjing 210009,China
  • Received:2015-05-14 Accepted:2015-08-21 Published:2015-12-01 Online:2015-12-01
  • Contact: HAN Guozhi
  • Supported by:
    Supported by Open Project of State Key Laboratory of Molecular Electronics of Southeast University(No.20111218)

摘要:

吡啶季铵盐的开环是有机合成中的一个重要的多步串联反应,应用领域广阔。 但目前对其开环机理尚存一些争议。 基于开环前后,其分子共轭结构的差异,利用紫外光谱对吡啶季铵盐的开环反应过程进行了研究,并对形成其关键中间体1-苯胺基-5-苯亚胺基-1,3-戊二烯的影响因素进行了优化。 此外,将超声辐射引入吡啶季铵盐的开环过程,提升了开环的效率,开环速率提高了94%。

关键词: N-二硝基苯基吡啶盐, 开环, 苯胺基-苯亚胺基-戊二烯, 紫外光谱

Abstract:

The ring-opening of pyridinium salt is an important multi-step tandem reaction, which have wide application in organic synthesis. However, principle of the ring-opening process partly remains some controversy. In this paper, based on the difference in molecular conjugate structure before and after ring-opening reaction, the principle of ring-opening of pyridinium salt was studied by ultraviolet spectrum. Meanwhile, the factors influenced the formation of N-(5-anilino-2,4-pentadienylidene)aniline hydrochloride was evaluated in detail. Furthermore,ultrasonic radiation was introduced in the ring-opening reaction of pyridinnium salt and the efficiency of the ring-opening was improved for 94%.

Key words: N-(dinitrophenyl) pyridinium chloride, ring-opening, N-(anilino-pentadienylidene) aniline hydrochloride, UV spectrum