spiro[cyclopenta[1,2-b:4,3-b']dithiophene-7,9'-fluorene] | 28686-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: spiro[cyclopenta[1,2-b:4,3-b']dithiophene-7,9'-fluorene]
• 英文别名: Spiro[5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraene-7,9'-fluorene]；spiro[5,9-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),3,10-tetraene-7,9'-fluorene]
• CAS: 28686-95-5
• 化学式: C₂₁H₁₂S₂
• 分子量: 328.458
• InChiKey: ZCLLEMBXIFEBKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  spiro[cyclopenta[1,2-b:4,3-b']dithiophene-7,9'-fluorene] 在 正丁基锂 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 49.0h， 生成 2,5-bis(dimethyl-tert-butylsilyl)-spiro[cyclopenta[1,2-b:4,3-b']dithiophene-mono-S,S-dioxide-7,9'-fluorene]
  参考文献：
  名称：

  An Effective Strategy to Tune Supramolecular Interaction via a Spiro-Bridged Spacer in Oligothiophene-S,S-dioxides and Their Anomalous Photoluminescent Behavior

  摘要：

  We demonstrate that incorporating nonplanar spiro-bridged structures is an effective strategy for tuning supramolecular interactions of optoelectronic functional moieties. In the model compounds spiro-bridged oligothiophene-S,S-dioxides (BSiSDTFO), unusual dimers constructed by spiro-bridged spacers do not form excimers, which is confirmed by crystallographic data and fluorescent emission spectra.

  DOI：

  10.1021/ol070006u
• 作为产物：
  描述：

  3,3'-双噻吩 在 N-溴代丁二酰亚胺(NBS) 、 magnesium 作用下， 以 四氢呋喃 、 盐酸 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 spiro[cyclopenta[1,2-b:4,3-b']dithiophene-7,9'-fluorene]
  参考文献：
  名称：

  An Effective Strategy to Tune Supramolecular Interaction via a Spiro-Bridged Spacer in Oligothiophene-S,S-dioxides and Their Anomalous Photoluminescent Behavior

  摘要：

  We demonstrate that incorporating nonplanar spiro-bridged structures is an effective strategy for tuning supramolecular interactions of optoelectronic functional moieties. In the model compounds spiro-bridged oligothiophene-S,S-dioxides (BSiSDTFO), unusual dimers constructed by spiro-bridged spacers do not form excimers, which is confirmed by crystallographic data and fluorescent emission spectra.

  DOI：

  10.1021/ol070006u

文献信息

• Facile Synthesis of Complicated 9,9-Diarylfluorenes Based on BF₃·Et₂O-Mediated Friedel−Crafts Reaction
  作者：Ling-Hai Xie、Xiao-Ya Hou、Yu-Ran Hua、Chao Tang、Feng Liu、Qu-Li Fan、Wei Huang

  DOI：10.1021/ol061268j

  日期：2006.8.1

  (BF3OEt2)-O-.-mediated Friedel-Crafts reaction of 9-phenyl-fluoren-9-ol with electron-rich aromatic substrates to prepare a new family of complicated 9,9-diarylfluorenes is described. The 9,9-diarylfluorenes tethered with various functional substituents, e.g., bulky spiro units, hole-transporting moieties, and fluorescent dyes, will be promising building blocks for the construction of optoelectronic materials.

  文中描述了以 (BF3OEt2)-O- 为介导剂，通过 Friedel-Crafts 反应将 9-苯基芴-9-醇与电子丰富的芳香底物反应，制备出一类结构复杂的 9,9-二芳基芴。这些 9,9-二芳基芴带有多种功能取代基，例如大位阻的螺环结构、空穴传输基团和荧光染料，有望成为构建光电材料的理想构建模块。