4-(4-Methoxyphenyl)-11,12-dimethyl-10,13-dithia-3,5-diazatetracyclo[10.3.0.02,6.07,11]pentadeca-1(15),2(6),3,7-tetraene-9,14-dione | 1408288-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-Methoxyphenyl)-11,12-dimethyl-10,13-dithia-3,5-diazatetracyclo[10.3.0.02,6.07,11]pentadeca-1(15),2(6),3,7-tetraene-9,14-dione
• 英文别名: 4-(4-methoxyphenyl)-11,12-dimethyl-10,13-dithia-3,5-diazatetracyclo[10.3.0.02,6.07,11]pentadeca-1(15),2(6),3,7-tetraene-9,14-dione
• CAS: 1408288-35-6
• 化学式: C₂₀H₁₆N₂O₃S₂
• 分子量: 396.491
• InChiKey: FNVZCDZUNOALLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,5-Bis(5-chloro-2-methylthiophen-3-yl)-2-(4-methoxyphenyl)-1H-imidazole 在 氧气 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以63%的产率得到4-(4-Methoxyphenyl)-11,12-dimethyl-10,13-dithia-3,5-diazatetracyclo[10.3.0.02,6.07,11]pentadeca-1(15),2(6),3,7-tetraene-9,14-dione
  参考文献：
  名称：

  Selective photoconversion of photochromic diarylethenes and their properties

  摘要：

  选择性光转化的光致变色日苯基乙烯衍生物已通过日苯基乙烯衍生物1a作为模型化合物进行了描述。经254 nm光照射，1a在无氧条件下发生光环化，生成环闭异构体1b；在有氧（空气）条件下则转变为硫内酯衍生物1c。研究发现，1b可以通过可见光照射逆转回1a，且在无氧条件下可以进行开环和闭环的光开关操作。然而，1c是光惰性，无法通过紫外光或可见光照射逆转回1a。此外，发现1c具有荧光，而1a和1b均不显示荧光。

  DOI：

  10.1039/c2nj40377c

文献信息

• Selective photoconversion of photochromic diarylethenes and their properties
  作者：Huan-huan Liu、Yi Chen

  DOI：10.1039/c2nj40377c

  日期：——

  Selective photoconversions of photochromic diarylethene derivatives has been described using diarylethene derivative 1a as a model compound. Upon irradiation with 254 nm light, 1a undergoes photocyclization to yield the ring-closed isomer 1b in the absence of oxygen, or is transformed to the thiolactone derivative 1c in the presence of oxygen (in the air), respectively. It was found that 1b can be reversed back to 1a with visible light irradiation, the ring-opening and ring-closing photoswitch can be performed in the absence of oxygen. 1c is, however, photo-inactive and cannot be reversed back to 1a with UV or visible light irradiation. It was also found that 1c shows fluorescence whereas both 1a and 1b show no fluorescence.

  选择性光转化的光致变色日苯基乙烯衍生物已通过日苯基乙烯衍生物1a作为模型化合物进行了描述。经254 nm光照射，1a在无氧条件下发生光环化，生成环闭异构体1b；在有氧（空气）条件下则转变为硫内酯衍生物1c。研究发现，1b可以通过可见光照射逆转回1a，且在无氧条件下可以进行开环和闭环的光开关操作。然而，1c是光惰性，无法通过紫外光或可见光照射逆转回1a。此外，发现1c具有荧光，而1a和1b均不显示荧光。
• Synthesis and photophysical properties of thiolactone derivatives
  作者：Huan-Huan Liu、Yi Chen

  DOI：10.1016/j.tet.2012.12.057

  日期：2013.2

  A class of bis-thiolactone derivatives is prepared by photo-conversion of photochromic diarylethenes with a bis (5-chloro-2-methylthiophen-3-yl) system in moderate yields (50-60%). Bis-thiolactone derivatives show fluorescence in solution with moderate fluorescent quantum yields (0.11-0.17). Reaction mechanism exhibits that the photo-conversion of diarylethenes to bis-thiolactone derivatives undergoes a two-step reaction: photocyclization and photo-oxidation. (C) 2013 Elsevier Ltd. All rights reserved.