10-phenyl-10-(3,4,5-trimethoxybenzyl)-10H-benzo[b]phosphindolo[2,3-d]thiophen-10-ium bromide | 1354928-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 10-phenyl-10-(3,4,5-trimethoxybenzyl)-10H-benzo[b]phosphindolo[2,3-d]thiophen-10-ium bromide
• CAS: 1354928-26-9
• 化学式: Br*C₃₀H₂₆O₃PS
• 分子量: 577.478
• InChiKey: IEHLLGULTSMKKZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  10-phenyl-10H-benzo[b]phosphindolo[2,3-d]thiophene 、 5-溴甲基-1,2,3-三甲氧基苯 以 四氢呋喃 、 甲苯 为溶剂， 生成 10-phenyl-10-(3,4,5-trimethoxybenzyl)-10H-benzo[b]phosphindolo[2,3-d]thiophen-10-ium bromide
  参考文献：
  名称：

  Structure–Property Studies Toward the Stimuli-Responsive Behavior of Benzyl–Phospholium Acenes

  摘要：

  A series of new phospholium acenes, quaternized with benzyl groups, was synthesized. Both different pi-conjugated backbones and electron-donating/-withdrawing benzyl groups were systematically studied to reveal details on the nature of their structural dynamics. Extensive NMR studies (including variable concentration/temperature and 2D) suggested that the systems undergo intramolecular conformation changes in solution that are strongly affected by the electronic nature of the benzyl group, and thereby significantly affecting the phosphole-typical sigma*-pi* interaction. This class of "smart" phosphole system exhibits enhanced emission in the solid state and at low temperature in solution, due to aggregation-induced enhanced emission (AIEE). The dynamic features of these smart phospholes also endow the systems with external-stimuli (thermal and mechanical force) responsive photophysical properties. Crystallographic studies and theoretical calculations confirmed that the thermal response of the phospholium system is mainly clue to the conformation changes in solution, while the mechanical response of the system can be attributed to both the intramolecular conformation and the intermolecular organization changes in the solid state.

  DOI：

  10.1021/ic2026335