(S)-1-[5-(4-(3-methylpent-1-enyl)phenyl)-2-methyl-3-thienyl]-2-(2-methyl-5-phenyl-3-thienyl)hexafluorocyclopentene | 550348-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1-[5-(4-(3-methylpent-1-enyl)phenyl)-2-methyl-3-thienyl]-2-(2-methyl-5-phenyl-3-thienyl)hexafluorocyclopentene
• 英文别名: (S)-1-(2-methyl-5-pheneyl-3-thienyl)-2-[2-methyl-5-(4-(3-methyl-1-penten-1-yl)phenyl)-3-thienyl]perfluorocyclopenentene；3-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-[4-[(E,3S)-3-methylpent-1-enyl]phenyl]thiophen-3-yl]cyclopenten-1-yl]-2-methyl-5-phenylthiophene
• CAS: 550348-59-9
• 化学式: C₃₃H₂₈F₆S₂
• 分子量: 602.708
• InChiKey: PKAGWPQTBXXAOS-CVTTXWKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (S)-1-[5-(4-(3-methylpent-1-enyl)phenyl)-2-methyl-3-thienyl]-2-(2-methyl-5-phenyl-3-thienyl)hexafluorocyclopentene 生成 (9aR,9bR)-4,4,5,5,6,6-Hexafluoro-9a,9b-dimethyl-8-[4-((E)-(S)-3-methyl-pent-1-enyl)-phenyl]-2-phenyl-5,6,9a,9b-tetrahydro-4H-1,9-dithia-trindene 、 (9aS,9bS)-4,4,5,5,6,6-Hexafluoro-9a,9b-dimethyl-8-[4-((E)-(S)-3-methyl-pent-1-enyl)-phenyl]-2-phenyl-5,6,9a,9b-tetrahydro-4H-1,9-dithia-trindene
  参考文献：
  名称：

  Diastereoselective Cyclization in Chiral Diarylethene Crystals:  Polymorphism and Selectivity

  摘要：

  [GRAPHICS]An optically active photochromic diarylethene, (S)-1-(2-methyl-5-phenyl-3-thienyl)-2-[2-methyl-5-(4-(3-methyl-1-penten-1-yl)phenyl)-3-thienyl]perfluorocyclopentene ((S)-1a), was synthesized. (S)-1a formed two crystalline phases, alpha- and beta-phases. The diarylethene underwent a photochromic reaction in solution and even in the single-crystalline phase. In solution, no diastereoselection was observed. On the other hand, in the beta-crystalline phase, only one diastereomer (SRR)-1b was produced. No such diastereoselection was observed in the alpha-crystalline phase.

  DOI：

  10.1021/ol034440h
• 作为产物：
  描述：

  4-溴-5-甲基噻吩-2-硼酸 在 四(三苯基膦)钯 正丁基锂 、 4-甲基苯磺酸吡啶 、 sodium carbonate 、 对甲苯磺酸 、 magnesium 作用下， 以 四氢呋喃 、 正己烷 、 水 、 二甲基亚砜 、 丙酮 、 苯 为溶剂， 反应 51.0h， 生成 (S)-1-[5-(4-(3-methylpent-1-enyl)phenyl)-2-methyl-3-thienyl]-2-(2-methyl-5-phenyl-3-thienyl)hexafluorocyclopentene
  参考文献：
  名称：

  Diastereoselective Cyclization in Chiral Diarylethene Crystals:  Polymorphism and Selectivity

  摘要：

  [GRAPHICS]An optically active photochromic diarylethene, (S)-1-(2-methyl-5-phenyl-3-thienyl)-2-[2-methyl-5-(4-(3-methyl-1-penten-1-yl)phenyl)-3-thienyl]perfluorocyclopentene ((S)-1a), was synthesized. (S)-1a formed two crystalline phases, alpha- and beta-phases. The diarylethene underwent a photochromic reaction in solution and even in the single-crystalline phase. In solution, no diastereoselection was observed. On the other hand, in the beta-crystalline phase, only one diastereomer (SRR)-1b was produced. No such diastereoselection was observed in the alpha-crystalline phase.

  DOI：

  10.1021/ol034440h