1,2-bis(5'-iodo-2'-methylthien-3'-yl)-cyclopentene | 865860-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,2-bis(5'-iodo-2'-methylthien-3'-yl)-cyclopentene
• 英文别名: 5-Iodo-3-[2-(5-iodo-2-methylthiophen-3-yl)cyclopenten-1-yl]-2-methylthiophene
• CAS: 865860-41-9
• 化学式: C₁₅H₁₄I₂S₂
• 分子量: 512.217
• InChiKey: GWEKBHJOUBADNB-UHFFFAOYSA-N

物化性质

• 沸点：
  496.3±45.0 °C(Predicted)
• 密度：
  1.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(5'-iodo-2'-methylthien-3'-yl)-cyclopentene 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.41h， 生成
  参考文献：
  名称：

  将钴羰基部分结合到基于乙炔基噻吩的二噻吩基环戊烯开关上。1.光化学

  摘要：

  报道了一系列二噻吩基全氢和全氟环戊烯光致变色分子开关的合成和表征，该开关附有羰基钴键合的3-乙炔基噻吩和苯基-3-乙炔基噻吩取代基。检查了它们的光致变色特性，抗疲劳性和热稳定性，以建立取代基对其分子光电开关性能的影响。通过包含苯基单元和六氟环戊烯环，最大限度地保留了二噻吩乙烯核心的光化学性质。开关的炔单元用于配位羰基钴基团：即Co 2（CO）6和Co 2（CO）4（dppm）。发现羰基钴部分降低了二噻吩基乙烯单元的环化和环还原的效率。密度泛函理论用于识别负责环化的激发态。

  DOI：

  10.1021/om400570c
• 作为产物：
  描述：

  1,2-双(5-氯-2-甲基噻吩-3-基)环戊-1-烯 在 碘 、 二异丙胺 作用下， 以 氘代四氢呋喃 为溶剂， 生成 1,2-bis(5'-iodo-2'-methylthien-3'-yl)-cyclopentene
  参考文献：
  名称：

  四硫富瓦烯-富勒烯体系结构中通过动态桥的门电荷重组率

  摘要：

  开闭案例：人造光合作用系统中电荷分离与重组之间的竞争可以通过使用光致变色动态桥来控制。桥的光致打开和关闭介导了施主（D）和受主（A）之间的电子耦合。

  DOI：

  10.1002/anie.201306183

文献信息

• Toward Long-Distance Mechanical Communication: Studies on a Ternary Complex Interconnected by a Bridging Rotary Module
  作者：Hiroyuki Kai、Shinji Nara、Kazushi Kinbara、Takuzo Aida

  DOI：10.1021/ja801646b

  日期：2008.5.1

  A heterotropic ternary complex was obtained from a photochromic dithienylethene derivative bearing pyridyl groups (1), a chiral tetrasubstituted ferrocene as a scissoring component bearing two pyridyl and free-base porphyrin groups (3*), and a biaryl derivative as an intermediately bridging component bearing four zinc porphyrin handles (2). The three components are connected together via bidentate coordination bonds and mechanically interconnected. Exposure of the ternary complex to UV or visible light allowed for the isomerization of 1. This configurational change gave rise to an angular motion of 2, resulting in a scissoring motion of 3*. In the absence of 2, the isomerization of 1 does not lead to any defined motions of 3*. Thus, the heterotropic ternary complex may be regarded as a prototype of "molecular reacher" for remote manipulation of molecular events.
• Gold(I)-Coordination Triggered Multistep and Multiple Photochromic Reactions in Multi-Dithienylethene (DTE) Systems
  作者：Bin Li、Yu-Hui Wu、Hui-Min Wen、Lin-Xi Shi、Zhong-Ning Chen

  DOI：10.1021/ic202265u

  日期：2012.2.6

  The preparation, characterization, and photochromic properties of a mononuclear gold(I) complex (100) with two identical DTE-acetylides and a dinuclear gold(I) complex (2000) with both DTE-acetylide and DTE-diphosphine are described. Both gold(I) complexes exhibit multistep and multiple photocyclization/cycloreversion reactions. Particularly, four-state and four-color photochromic switch is successfully achieved for the dinuclear gold(I) complex upon irradiation with appropriate wavelengths of light. In contrast, fully ring-closed form is unattained through multiple photocyclization for the two corresponding model organic compounds coupling with the same DTE units as gold(I) complexes but without gold(I)-participation. It is demonstrated that coordination of gold(I) ion to DTE-acetylides exerts indeed a crucial role in achieving stepwise and selective photocydization and cycloreversion reactions for both gold(I) complexes, in which the coordinated gold(I) atom acts as an effective "barrier" to prohibit intramolecular energy transfer between multi-DTE moieties.