3-[3,3,4,4,5,5-Hexafluoro-2-[5-[5-[5-[5-[5-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-2-methylthiophen-3-yl]cyclopenten-1-yl]-2-methyl-5-phenylthiophene | 1115247-89-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3-[3,3,4,4,5,5-Hexafluoro-2-[5-[5-[5-[5-[5-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-2-methylthiophen-3-yl]cyclopenten-1-yl]-2-methyl-5-phenylthiophene
• 英文别名: 3-[3,3,4,4,5,5-hexafluoro-2-[5-[5-[5-[5-[5-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-2-methylthiophen-3-yl]cyclopenten-1-yl]-2-methyl-5-phenylthiophene
• CAS: 1115247-89-6
• 化学式: C₅₈H₃₄F₁₂S₈
• 分子量: 1215.42
• InChiKey: LREDSJHFYHKKRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.5
• 重原子数：
  78
• 可旋转键数：
  11
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  226
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  3-[3,3,4,4,5,5-Hexafluoro-2-[5-[5-[5-[5-[5-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-2-methylthiophen-3-yl]cyclopenten-1-yl]-2-methyl-5-phenylthiophene 生成 8,8,9,9,10,10-Hexafluoro-4-[5-[5-[5-[5-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-1,2-dimethyl-14-phenyl-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene
  参考文献：
  名称：

  Photoswitchable Sexithiophene-Based Molecular Wires

  摘要：

  Photochromic sexithiophenes were prepared by oxidative electrochemical coupling of terthiophenes. The redox properties in the open state are typical of sexithiophenes. Ring closure of both photochromic units leads to a decrease in the energy of the LUMO orbitals with little affect on the energy of the HOMO orbitals. The photochemical tuning of the conjugation of a molecular wire is achieved by combining dithienylethene units with a sexithiophene.

  DOI：

  10.1021/ol8028059
• 作为产物：
  描述：

  2-(5-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-5-methylthiophen-2-yl)thiophen-2-yl)thiophene 在 六氟磷酸钾 作用下， 以 乙腈 为溶剂， 以38%的产率得到3-[3,3,4,4,5,5-Hexafluoro-2-[5-[5-[5-[5-[5-[4-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-2-methylthiophen-3-yl]cyclopenten-1-yl]-2-methyl-5-phenylthiophene
  参考文献：
  名称：

  Photoswitchable Sexithiophene-Based Molecular Wires

  摘要：

  Photochromic sexithiophenes were prepared by oxidative electrochemical coupling of terthiophenes. The redox properties in the open state are typical of sexithiophenes. Ring closure of both photochromic units leads to a decrease in the energy of the LUMO orbitals with little affect on the energy of the HOMO orbitals. The photochemical tuning of the conjugation of a molecular wire is achieved by combining dithienylethene units with a sexithiophene.

  DOI：

  10.1021/ol8028059

文献信息

• Photoswitchable molecular wires: From a sexithiophene to a dithienylethene and back
  作者：Maaike T.W. Milder、Jetsuda Areephong、Ben L. Feringa、Wesley R. Browne、Jennifer L. Herek

  DOI：10.1016/j.cplett.2009.08.013

  日期：2009.9

  Photoswitchable dithienylethene groups, added to both alpha-ends of a sexithiophene molecular wire, switch reversibly between their open and closed forms upon irradiation. The open form has an excited state lifetime of 500 ps and is highly fluorescent, as is typical for oligothiophenes. In contrast the closed form is non-fluorescent and the excited state lifetime is a shorter by a factor of 100, reminiscent of a dithienylethene. In this system, we control the fundamental character of a molecular system through optical switching; toggling between a sexithiophene molecular wire and a dithienylethene reversibly. (C) 2009 Published by Elsevier B.V.
• Photoswitchable Sexithiophene-Based Molecular Wires
  作者：Jetsuda Areephong、Johannes H. Hurenkamp、Maaike T. W. Milder、Auke Meetsma、Jennifer L. Herek、Wesley R. Browne、Ben L. Feringa

  DOI：10.1021/ol8028059

  日期：2009.2.5

  Photochromic sexithiophenes were prepared by oxidative electrochemical coupling of terthiophenes. The redox properties in the open state are typical of sexithiophenes. Ring closure of both photochromic units leads to a decrease in the energy of the LUMO orbitals with little affect on the energy of the HOMO orbitals. The photochemical tuning of the conjugation of a molecular wire is achieved by combining dithienylethene units with a sexithiophene.