1-(5'-carboxy-2'-methylthien-3'-yl)-2-(5'-formyl-2'-methylthien-3'-yl)perfluorocyclopentene | 1443526-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1-(5'-carboxy-2'-methylthien-3'-yl)-2-(5'-formyl-2'-methylthien-3'-yl)perfluorocyclopentene
• 英文别名: 1-(2'-carboxy-5'-methyl-4'-thienyl)-2-(2'-formyl-5'-methyl-4'-thienyl)-3,3,4,4,5,5-hexafluorocyclopentene；4-[3,3,4,4,5,5-Hexafluoro-2-(5-formyl-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophene-2-carboxylic acid；4-[3,3,4,4,5,5-hexafluoro-2-(5-formyl-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophene-2-carboxylic acid
• CAS: 1443526-27-9
• 化学式: C₁₇H₁₀F₆O₃S₂
• 分子量: 440.387
• InChiKey: XHXLNGKNWYGPNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-(5'-carboxy-2'-methylthien-3'-yl)-2-(5'-formyl-2'-methylthien-3'-yl)perfluorocyclopentene 在 palladium on activated charcoal 、 氨 、 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 4-[2-[5-(Aminomethyl)-2-methylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-methylthiophene-2-carboxylic acid
  参考文献：
  名称：

  Development of a new class of photochromic peptides by using diarylethene-based non-natural amino acids

  摘要：

  We synthesized novel photochromic non-natural amino acids based on diarylethene skeletons. The non-natural amino acids can be introduced at any positions in various types of peptides by solid/solution phase synthesis. In this study, linear and cyclic peptides including the diarylethene residues were prepared. Their peptides showed photochromism peculiar to original diarylethenes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.044
• 作为产物：
  描述：

  1,2-bis(2-methyl-3-thienyl)perfluorocyclopentene 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 反应 13.5h， 生成 1-(5'-carboxy-2'-methylthien-3'-yl)-2-(5'-formyl-2'-methylthien-3'-yl)perfluorocyclopentene
  参考文献：
  名称：

  用光调节聚合物分散度：使用光致变色引发剂进行乙烯基醚的阳离子聚合。

  摘要：

  用于调节聚合物分散性的确定性方法很少，尤其是对于非自由基聚合而言。这里报道的是使用羧基官能化的二噻吩基乙烯引发剂在乙烯基醚的受控阳离子聚合中光调节分散性的第一个例子。这些引发剂的可逆光异构化可引起其酸度变化最多一个数量级。使用更酸性的，闭环的异构体作为引发剂导致聚合物具有较低的分散性。引发剂中光诱导的pKa变化程度与衍生自异构体引发剂的聚合物中的分散度变化程度相关。控制聚合反应，并证明了聚合反应过程中分散度的动态光开关。

  DOI：

  10.1002/anie.201908775

文献信息

• Development of a new class of photochromic peptides by using diarylethene-based non-natural amino acids
  作者：Kazuhisa Fujimoto、Tatsuya Maruyama、Yohei Okada、Tatsuya Itou、Masahiko Inouye

  DOI：10.1016/j.tet.2013.05.044

  日期：2013.7

  We synthesized novel photochromic non-natural amino acids based on diarylethene skeletons. The non-natural amino acids can be introduced at any positions in various types of peptides by solid/solution phase synthesis. In this study, linear and cyclic peptides including the diarylethene residues were prepared. Their peptides showed photochromism peculiar to original diarylethenes. (C) 2013 Elsevier Ltd. All rights reserved.
• Modulating Polymer Dispersity with Light: Cationic Polymerization of Vinyl Ethers Using Photochromic Initiators
  作者：Di Liu、Alvaro D. Sponza、Dandan Yang、Melanie Chiu

  DOI：10.1002/anie.201908775

  日期：2019.11.4

  Using the more acidic, ring-closed isomers as initiators results in polymers with lower dispersities. The degree of light-induced pKa change in the initiators correlates with the degree of dispersity change in polymers derived from the isomeric initiators. The polymerizations are controlled, and dynamic photoswitching of dispersity during the polymerization reaction was demonstrated. This work provides

  用于调节聚合物分散性的确定性方法很少，尤其是对于非自由基聚合而言。这里报道的是使用羧基官能化的二噻吩基乙烯引发剂在乙烯基醚的受控阳离子聚合中光调节分散性的第一个例子。这些引发剂的可逆光异构化可引起其酸度变化最多一个数量级。使用更酸性的，闭环的异构体作为引发剂导致聚合物具有较低的分散性。引发剂中光诱导的pKa变化程度与衍生自异构体引发剂的聚合物中的分散度变化程度相关。控制聚合反应，并证明了聚合反应过程中分散度的动态光开关。