3,4-Bis-chloromethyl-7,7,8,8,9,9-hexafluoro-2,3a,3b,5-tetramethyl-3b,7,8,9-tetrahydro-3aH-1,6-dithia-trindene | 615584-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢噻吩类
• 英文名称: 3,4-Bis-chloromethyl-7,7,8,8,9,9-hexafluoro-2,3a,3b,5-tetramethyl-3b,7,8,9-tetrahydro-3aH-1,6-dithia-trindene
• 英文别名: 5,8-Bis(chloromethyl)-13,13,14,14,15,15-hexafluoro-4,6,7,9-tetramethyl-3,10-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,8,11-tetraene；5,8-bis(chloromethyl)-13,13,14,14,15,15-hexafluoro-4,6,7,9-tetramethyl-3,10-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,8,11-tetraene
• CAS: 615584-09-3
• 化学式: C₁₉H₁₆Cl₂F₆S₂
• 分子量: 493.364
• InChiKey: NJOZLYWHTYPTDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,4-Bis-chloromethyl-7,7,8,8,9,9-hexafluoro-2,3a,3b,5-tetramethyl-3b,7,8,9-tetrahydro-3aH-1,6-dithia-trindene 在 sodium sulfide 作用下， 以 乙醇 为溶剂， 以25%的产率得到3,3,4,4,5,5-Hexafluoro-9,15,17,18-tetramethyl-8,12,16-trithiapentacyclo[8.6.2.02,6.07,18.014,17]octadeca-1,6,9,14-tetraene
  参考文献：
  名称：

  A photochromic thiophenophan-1-ene

  摘要：

  一种噻吩并-1-烯，其中两个噻吩环在2位和4位桥连，被合成，并且由于固定到光活性的反构象，其光环化反应的量子产率增加。

  DOI：

  10.1039/b303916a
• 作为产物：
  描述：

  1,2-Bis[3,5-dimethyl-4-(chloromethyl)-2-thienyl]-3,3,4,4,5,5-hexafluoro-1-cyclopentene 生成 3,4-Bis-chloromethyl-7,7,8,8,9,9-hexafluoro-2,3a,3b,5-tetramethyl-3b,7,8,9-tetrahydro-3aH-1,6-dithia-trindene
  参考文献：
  名称：

  A photochromic thiophenophan-1-ene

  摘要：

  一种噻吩并-1-烯，其中两个噻吩环在2位和4位桥连，被合成，并且由于固定到光活性的反构象，其光环化反应的量子产率增加。

  DOI：

  10.1039/b303916a

文献信息

• Synthesis and photochromic properties of thiophenophan-1-enes containing a polyether bridge
  作者：Michinori Takeshita、Chinatsu Tanaka、Takashi Miyazaki、Yukari Fukushima、Miki Nagai

  DOI：10.1039/b823492b

  日期：——

  [2.n]Thiophenophan-1-ene derivatives containing a polyether bridge have been synthesized by the coupling reaction of bis(iodomethyl)dithienylethene with polyethylene glycols under high dilution conditions. All prepared [2.n]thiophenophan-1-enes were photochromic, as photocyclization of the open forms took place by UV irradiation to give a yellow solution of the closed form and their ring opening reactions occurred upon visible irradiation. There were significant differences in the quantum yields for the photocyclization reactions and the photo ring-opening reactions due to the difference in their structures since their electric properties are similar. The kinetic parameters of the thermal ring opening reaction of the closed forms of thiophenophan-1-enes were estimated and they were also dependent on their bridges.

  在高稀释条件下，通过双（碘甲基）二噻吩与聚乙二醇的偶联反应，合成了含有聚醚桥的[2.n]噻吩-1-烯衍生物。所有制备的[2.n]噻吩-1-烯都具有光色性，因为开放形式在紫外线照射下发生光环化反应，生成黄色的封闭形式溶液，而它们在可见光照射下发生开环反应。光环化反应和光开环反应的量子产率存在明显差异，这是因为它们的结构不同，而它们的电学性质相似。对封闭形式的噻吩-1-烯热开环反应的动力学参数进行了估算，这些参数也取决于它们的桥。
• A photochromic thiophenophan-1-ene
  作者：Michinori Takeshita、Miki Nagai、Takehiko Yamato

  DOI：10.1039/b303916a

  日期：——

  A thiophenophan-1-ene, of which two thiophene rings are bridged at 2- and 4-positions, was synthesized and its quantum yield for the photocyclization reaction was increased due to fixation to the photoactive anti-conformation.

  一种噻吩并-1-烯，其中两个噻吩环在2位和4位桥连，被合成，并且由于固定到光活性的反构象，其光环化反应的量子产率增加。