β(E)-3-(2-(tricyclohexylstannyl)ethenyl)perylene | 625830-93-5

• 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: β(E)-3-(2-(tricyclohexylstannyl)ethenyl)perylene
• CAS: 625830-93-5
• 化学式: C₄₀H₄₆Sn
• 分子量: 645.515
• InChiKey: BETUWPMTIZEVDS-UHFFFAOYSA-N

物化性质

• 熔点：
  185 °C(Solv: chloroform (67-66-3))
• 沸点：
  723.5±53.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.27
• 重原子数：
  41
• 可旋转键数：
  1
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  β(E)-3-(2-(tricyclohexylstannyl)ethenyl)perylene 在 n-butyl lithium 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 生成 β(E)-3-(2-(trihex-1-ynylstannyl)ethenyl)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：

  tricyclohexyltin hydride 、 3-乙炔基苝 在 AIBN 作用下， 以 苯 为溶剂， 以49%的产率得到β(E)-3-(2-(tricyclohexylstannyl)ethenyl)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

文献信息

• New Perylene-Substituted Organotrialkynyltin Compounds for the Photosensitization of Tin Dioxide
  作者：G. Vilaça、K. Barathieu、B. Jousseaume、T. Toupance、H. Allouchi

  DOI：10.1021/om030478m

  日期：2003.10.1

  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.