3,7-bis(diphenylhydroxymethyl)-1,1,2,5,5,6-hexaphenyl-1,5-dihydro-s-indacene | 1189114-46-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3,7-bis(diphenylhydroxymethyl)-1,1,2,5,5,6-hexaphenyl-1,5-dihydro-s-indacene
• 英文别名: [5-[Hydroxy(diphenyl)methyl]-2,3,3,6,7,7-hexakis-phenyl-s-indacen-1-yl]-diphenylmethanol
• CAS: 1189114-46-2
• 化学式: C₇₄H₅₄O₂
• 分子量: 975.242
• InChiKey: TZVQSROPXULBBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.8
• 重原子数：
  76
• 可旋转键数：
  12
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  3,7-bis(diphenylhydroxymethyl)-1,1,2,5,5,6-hexaphenyl-1,5-dihydro-s-indacene 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以99%的产率得到5,7,12,14-tetrahydro-5,5,7,7,12,12,14,14-octphenyl-di(indeno[2,1-a:2',1'-d'])-s-indacene
  参考文献：
  名称：

  Modular Synthesis of 1H-Indenes, Dihydro-s-Indacene, and Diindenoindacene—a Carbon-Bridged p-Phenylenevinylene Congener

  摘要：

  A variety of 1H-indenes, dihydro-s-indacenes, and diindenoindacenes, carbon-bridged phenylenevinylene derivatives, can be synthesized,in good to high yields using as a synthetic module a 3-lithioindene compound made available by reductive cyclization of an alkynylbenzene derivative. The planar analogues of oligophenylenevinylene compounds thus synthesized show physical properties beneficial for use as ambipolar organic semiconductor materials.

  DOI：

  10.1021/ja905626b
• 作为产物：
  描述：

  二苯甲酮 、 ((2,5-bis(phenylethynyl)-1,4-phenylene)bis(methoxymethanetriyl))tetrabenzene 在 萘 、 lithium 、 zinc(II) chloride 、 四(三苯基膦)钯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 40.5h， 以92%的产率得到3,7-bis(diphenylhydroxymethyl)-1,1,2,5,5,6-hexaphenyl-1,5-dihydro-s-indacene
  参考文献：
  名称：

  Modular Synthesis of 1H-Indenes, Dihydro-s-Indacene, and Diindenoindacene—a Carbon-Bridged p-Phenylenevinylene Congener

  摘要：

  A variety of 1H-indenes, dihydro-s-indacenes, and diindenoindacenes, carbon-bridged phenylenevinylene derivatives, can be synthesized,in good to high yields using as a synthetic module a 3-lithioindene compound made available by reductive cyclization of an alkynylbenzene derivative. The planar analogues of oligophenylenevinylene compounds thus synthesized show physical properties beneficial for use as ambipolar organic semiconductor materials.

  DOI：

  10.1021/ja905626b

文献信息

• Modular Synthesis of 1<i>H</i>-Indenes, Dihydro-<i>s</i>-Indacene, and Diindenoindacene—a Carbon-Bridged <i>p</i>-Phenylenevinylene Congener
  作者：Xiaozhang Zhu、Chikahiko Mitsui、Hayato Tsuji、Eiichi Nakamura

  DOI：10.1021/ja905626b

  日期：2009.9.30

  A variety of 1H-indenes, dihydro-s-indacenes, and diindenoindacenes, carbon-bridged phenylenevinylene derivatives, can be synthesized,in good to high yields using as a synthetic module a 3-lithioindene compound made available by reductive cyclization of an alkynylbenzene derivative. The planar analogues of oligophenylenevinylene compounds thus synthesized show physical properties beneficial for use as ambipolar organic semiconductor materials.