2,3,9,10-tetrakis(triisopropylsilylethynyl)-6,13-bis(trimethylsilylethynyl)-6,13-dihydropentacene-6,13-diol | 875535-49-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 2,3,9,10-tetrakis(triisopropylsilylethynyl)-6,13-bis(trimethylsilylethynyl)-6,13-dihydropentacene-6,13-diol
• 英文别名: 6,13-Bis(2-trimethylsilylethynyl)-2,3,9,10-tetrakis[2-tri(propan-2-yl)silylethynyl]pentacene-6,13-diol
• CAS: 875535-49-2
• 化学式: C₇₆H₁₁₂O₂Si₆
• 分子量: 1226.24
• InChiKey: XNWQUBADSBZCRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.82
• 重原子数：
  84
• 可旋转键数：
  24
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3,9,10-tetrakis(triisopropylsilylethynyl)-6,13-bis(trimethylsilylethynyl)-6,13-dihydropentacene-6,13-diol 在 盐酸 、 tin(ll) chloride 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到2,3,9,10-tetrakis(triisopropylsilylethynyl)-6,13-bis(trimethylsilylethynyl)pentacene
  参考文献：
  名称：

  Design, Synthesis, and Properties of New Derivatives of Pentacene

  摘要：

  Stable, soluble ethynylated derivatives of pentacene (9a-c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentials are lower than those of pentacene. The HOMO-LUMO gaps are among the lowest reported for pentacene derivatives.

  DOI：

  10.1021/jo0522198
• 作为产物：
  描述：

  4,5-二碘邻苯二甲酸 在 bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 copper(l) iodide 、 草酰氯 、 硼烷 、 异丙基氯化镁 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 41.0h， 生成 2,3,9,10-tetrakis(triisopropylsilylethynyl)-6,13-bis(trimethylsilylethynyl)-6,13-dihydropentacene-6,13-diol
  参考文献：
  名称：

  Design, Synthesis, and Properties of New Derivatives of Pentacene

  摘要：

  Stable, soluble ethynylated derivatives of pentacene (9a-c) were synthesized, and the ethynyl moieties on the terminal rings were used to tune the electronic properties of these compounds. Their oxidation potentials are higher and their reduction potentials are lower than those of pentacene. The HOMO-LUMO gaps are among the lowest reported for pentacene derivatives.

  DOI：

  10.1021/jo0522198