高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (2): 246.

• 研究简报 • 上一篇    下一篇

吲哚啉螺萘并吡喃的合成和时间分辩光谱研究

伍新燕1, 吴成泰1, 王文峰2, 姚思德2   

  1. 1. 武汉大学化学系, 武汉, 430072;
    2. 中国科学院上海原子核研究所, 上海, 201800
  • 收稿日期:1997-01-28 出版日期:1998-02-24 发布日期:1998-02-24
  • 通讯作者: 吴成泰
  • 作者简介:伍新燕,女,26岁,博士研究生.
  • 基金资助:

    国家自然科学基金和国家教委博士点专项基金资助课题.

The Synthesis and Time-resolved Spectra of Indolinospironaphthopyrans

WU Xin-Yan1, WU Cheng-Tai1, WANG Wen-Feng2, YAO Si-De2   

  1. 1. Department of Chemistry, Wuhan University, Wuhan, 430072;
    2. Shanghai Institute of Nuclear Research, Academia Sinica, Shanghai, 201800
  • Received:1997-01-28 Online:1998-02-24 Published:1998-02-24

关键词: 螺萘并吡喃, 光致变色, 激光光解, 时间分辩光谱

Abstract: Three indolinospironaphthopyrans: 1',3'-dihydro 1',3',3'-trimethyl spiro [2H-indole-2,3-(3H)naphtho [2,1-b] pyran], 1',3'-dihydro-3',3'-dimethyl-1-(2-hydroxyethyl)-spiro [2H-indole-2,3-(3H)naphtho [2,1-b] pyran], 1',3'-dihydro-3',3'-dimethyl-1-(5-iodo-3-oxypentyl)-spiro [2H-indole-2,3-(3H)naphtho [2,1-b]pyran were synthesized, and their photochromic reactions were studied using nanosecond laser photolysis technique. Photolysis of these compounds in acetonitrile and in tetrahydrofuran leads to the formation of the long-lived photomerocyanine(PMC) as the predominant photoproduct.The formation of the PMC occurs owing to C-O bond opening, mainly directly from the excited single state of the spiropyran(SP). From the absorption bands, it has been speculated that the substituents of the nitrogen atom of the indole ring influence the structural characteristics of the PMC mainly through steric hindrance effects. A potential energy surface model is established to explain the results.

Key words: Spironaphthopyran, Photochromism, Laser photolysis, Time-resolved spectra

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