3-(4-(trichlorostannyl)butyl)perylene | 625830-86-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3-(4-(trichlorostannyl)butyl)perylene
• 英文别名: trichloro(4-perylen-3-ylbutyl)stannane
• CAS: 625830-86-6
• 化学式: C₂₄H₁₉Cl₃Sn
• 分子量: 532.484
• InChiKey: LRQOJNQXVBMVHF-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  8.72
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3-(4-(trichlorostannyl)butyl)perylene 、 1-己炔 在 n-butyl lithium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以95%的产率得到3-(4-(trihex-1-ynylstannyl)butyl)perylene
  参考文献：
  名称：

  New Perylene-Substituted Organotrialkynyltin Compounds for the Photosensitization of Tin Dioxide

  摘要：

  New perylene-substituted organotrialkynyltins C10H20SP-Sn(CdropCC(4)H(9))(3) (1; SP = -C4H8-, -C6H12-, -CH=CH-) have been synthesized in two steps from the tricyclohexyltin analogues in fair to high yields (30-90%). Tricyclohexyltin derivatives were prepared in 50% yields either by coupling of 3-perylenyllithium with a (omega-iodoalkyl)tricyclohexyltin or by hydrostannation of 3-ethynylperylene by tricyclohexyltin hydride. Intermolecular pi-pi contacts between the perylene units were found in the solid-state structure of 3-(4(tricyclohexylstannyl)butyl)perylene. The presence of a (tricyclohexylstannyl)- or a (trialkynylstannyl)alkyl substituent does not affect the fluorescence emission properties of the perylene core, whereas an omega-(trichlorostannyl)alkyl or a 2-stannylethynyl group does. Molecules 1 are dye precursors for the photosensitization of nanocrystalline tin dioxide materials.

  DOI：

  10.1021/om030478m
• 作为产物：
  描述：

  3-溴芘 在 n-butyl lithium 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 生成 3-(4-(trichlorostannyl)butyl)perylene
  参考文献：
  名称：

  New Perylene-Substituted Organotrialkynyltin Compounds for the Photosensitization of Tin Dioxide

  摘要：

  New perylene-substituted organotrialkynyltins C10H20SP-Sn(CdropCC(4)H(9))(3) (1; SP = -C4H8-, -C6H12-, -CH=CH-) have been synthesized in two steps from the tricyclohexyltin analogues in fair to high yields (30-90%). Tricyclohexyltin derivatives were prepared in 50% yields either by coupling of 3-perylenyllithium with a (omega-iodoalkyl)tricyclohexyltin or by hydrostannation of 3-ethynylperylene by tricyclohexyltin hydride. Intermolecular pi-pi contacts between the perylene units were found in the solid-state structure of 3-(4(tricyclohexylstannyl)butyl)perylene. The presence of a (tricyclohexylstannyl)- or a (trialkynylstannyl)alkyl substituent does not affect the fluorescence emission properties of the perylene core, whereas an omega-(trichlorostannyl)alkyl or a 2-stannylethynyl group does. Molecules 1 are dye precursors for the photosensitization of nanocrystalline tin dioxide materials.

  DOI：

  10.1021/om030478m