4-[4-[3,3,4,4,5,5-hexafluoro-2-(5-iodo-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]-N,N-bis(4-methoxyphenyl)aniline | 1388722-82-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[4-[3,3,4,4,5,5-hexafluoro-2-(5-iodo-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]-N,N-bis(4-methoxyphenyl)aniline
• CAS: 1388722-82-4
• 化学式: C₃₅H₂₆F₆INO₂S₂
• 分子量: 797.624
• InChiKey: PNJVUIPEOVAFPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  78.2
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-(4-(dimesitylboranyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 4-[4-[3,3,4,4,5,5-hexafluoro-2-(5-iodo-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]-N,N-bis(4-methoxyphenyl)aniline 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以57%的产率得到4-[4-[2-[5-[4-bis(2,4,6-trimethylphenyl)boranylphenyl]-2-methylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-methylthiophen-2-yl]-N,N-bis(4-methoxyphenyl)aniline
  参考文献：
  名称：

  A Triarylamine–Triarylborane Dyad with a Photochromic Dithienylethene Bridge

  摘要：

  A molecular triad composed of a triarylamine donor, a triarylborane acceptor, and a photoisomerizable dithienylethene bridge has been synthesized and explored by cyclic voltammetry, UV-vis, and luminescence spectroscopy. The effects of irradiation with UV light and fluoride addition on the electrochemical and optical spectroscopic properties of the donor-bridge-acceptor molecule were investigated. Photoisomerization of the dithienylethene bridge affects the triarylboron reduction potential, but not the triarylamine oxidation potential. UV-vis experiments reveal that the association constant for fluoride binding at the triarylborane site is independent of the isomerization state of the bridge. Irradiation of a THF solution of our donor-bridge-acceptor molecule with UV light, followed by F- addition, leads to a different color of the sample than UV irradiation alone or F- addition alone.

  DOI：

  10.1021/jo301083a
• 作为产物：
  描述：

  3,3,4,4,5,5-六氟环戊烯 在 四(三苯基膦)钯 、 正丁基锂 、 一氯化碘 、 sodium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 4-[4-[3,3,4,4,5,5-hexafluoro-2-(5-iodo-2-methylthiophen-3-yl)cyclopenten-1-yl]-5-methylthiophen-2-yl]-N,N-bis(4-methoxyphenyl)aniline
  参考文献：
  名称：

  A Triarylamine–Triarylborane Dyad with a Photochromic Dithienylethene Bridge

  摘要：

  A molecular triad composed of a triarylamine donor, a triarylborane acceptor, and a photoisomerizable dithienylethene bridge has been synthesized and explored by cyclic voltammetry, UV-vis, and luminescence spectroscopy. The effects of irradiation with UV light and fluoride addition on the electrochemical and optical spectroscopic properties of the donor-bridge-acceptor molecule were investigated. Photoisomerization of the dithienylethene bridge affects the triarylboron reduction potential, but not the triarylamine oxidation potential. UV-vis experiments reveal that the association constant for fluoride binding at the triarylborane site is independent of the isomerization state of the bridge. Irradiation of a THF solution of our donor-bridge-acceptor molecule with UV light, followed by F- addition, leads to a different color of the sample than UV irradiation alone or F- addition alone.

  DOI：

  10.1021/jo301083a