(1,1,3,3,5,5,7,7-octaethyl-s-hydrindacene-4-yl)phenylsilane | 960079-31-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (1,1,3,3,5,5,7,7-octaethyl-s-hydrindacene-4-yl)phenylsilane
• 英文别名: (1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl)phenylsilane；(1,1,3,3,5,5,7,7-Octaethyl-2,6-dihydro-s-indacen-4-yl)-phenylsilane；(1,1,3,3,5,5,7,7-octaethyl-2,6-dihydro-s-indacen-4-yl)-phenylsilane
• CAS: 960079-31-6
• 化学式: C₃₄H₅₂Si
• 分子量: 488.872
• InChiKey: IXQNYVVASMXSIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.84
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  (1,1,3,3,5,5,7,7-octaethyl-s-hydrindacene-4-yl)phenylsilane 在 正丁基锂 、 四溴化碳 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-1,2-bis(1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl)-2-phenylphosphasilene
  参考文献：
  名称：

  π-共轭磷硅烷由稠环庞大的“Rind”基团稳定

  摘要：

  摘要 综述了基于稠环八-R-取代的 s-hydrindacene 骨架（Rind 基团）的大保护基团稳定的 π-共轭磷杂环烯的化学进展。详细介绍了在硅原子上具有多种芳基取代基的磷硅烯。X 射线晶体学分析显示了由垂直固定的 Rind 基团增强的高度共面的 π 框架。已经观察到强 π-π* 吸收，证明了 π 共轭在骨架上的延伸。DFT 计算表明 LUMO 涉及 3pπ*(Si-P)–2pπ*(碳 π-电子系统)共轭的显着贡献。还包括 π 共轭磷杂环烯的金 (I) 配合物的制备。

  DOI：

  10.1016/j.crci.2010.07.005
• 作为产物：
  描述：

  (1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl)silane 、 苯基锂 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 以66%的产率得到(1,1,3,3,5,5,7,7-octaethyl-s-hydrindacene-4-yl)phenylsilane
  参考文献：
  名称：

  Coplanar Oligo(p-phenylenedisilenylene)s Based on the Octaethyl-Substituted s-Hydrindacenyl Groups

  摘要：

  The silicon analogues of the oligo(p -phenylenevinylene)s (Si-OPVs) with highly planar structures have been synthesized using a newly developed ligand, the 1,1,3,3,5,5,7,7-octaethyl-s -hydrindacen-4-yl (Eind) group. Their X-ray crystal structures and spectroscopic data demonstrate that the pi-conjugation effectively extends over the Si-OPV framework. Notably, tetrasiladistyrylbenzene exhibits an orange fluorescence even at room temperature both in solution and in the solid state, which is attributable to the effective extension of conjugation. To the best of our knowledge, the tetrasiladistyrylbenzene is the first emissive Si=Si derivative even at room temperature.

  DOI：

  10.1021/ja0764207

文献信息

• π-Conjugated Phosphasilenes Stabilized by Fused-Ring Bulky Groups
  作者：Baolin Li、Tsukasa Matsuo、Daisuke Hashizume、Hiroyuki Fueno、Kazuyoshi Tanaka、Kohei Tamao

  DOI：10.1021/ja9051153

  日期：2009.9.23

  pi-Conjugated phosphasilenes with a variety of aryl substituents on the silicon atom have been synthesized by the use of a 1,1,3,3,5,5,7,7-octaethyl-s-hydrindacen-4-yl (Eind) group. X-ray structural analysis shows the highly coplanar pi-framework stabilized by the perpendicularly fixed Eind groups. The strong pi-pi* absorptions have been observed, demonstrating the extension of pi-conjugation over the skeleton. The DFT calculations indicate that the LUMO involves the substantial contribution of the 3p pi*(Si- P)-2p(pi)*(carbon pi-electron system) conjugation. The electrochemical properties of the phosphasilens are also presented.
• Coplanar Oligo(<i>p</i>-phenylenedisilenylene)s Based on the Octaethyl-Substituted <i>s</i>-Hydrindacenyl Groups
  作者：Aiko Fukazawa、Yongming Li、Shigehiro Yamaguchi、Hayato Tsuji、Kohei Tamao

  DOI：10.1021/ja0764207

  日期：2007.11.1

  The silicon analogues of the oligo(p -phenylenevinylene)s (Si-OPVs) with highly planar structures have been synthesized using a newly developed ligand, the 1,1,3,3,5,5,7,7-octaethyl-s -hydrindacen-4-yl (Eind) group. Their X-ray crystal structures and spectroscopic data demonstrate that the pi-conjugation effectively extends over the Si-OPV framework. Notably, tetrasiladistyrylbenzene exhibits an orange fluorescence even at room temperature both in solution and in the solid state, which is attributable to the effective extension of conjugation. To the best of our knowledge, the tetrasiladistyrylbenzene is the first emissive Si=Si derivative even at room temperature.
• π-conjugated phosphasilenes stabilized by fused-ring bulky “Rind” groups
  作者：Tsukasa Matsuo、Baolin Li、Kohei Tamao

  DOI：10.1016/j.crci.2010.07.005

  日期：2010.8

  π-conjugated phosphasilenes stabilized by bulky protecting groups based on a fused-ring octa-R-substituted s-hydrindacene skeleton (Rind groups) is reviewed. The phosphasilenes with a variety of aryl substituents at the silicon atom are covered in detail. The X-ray crystallography analysis showed the highly coplanar π-framework reinforced by the perpendicularly-fixed Rind groups. Strong π–π* absorptions have been

  摘要 综述了基于稠环八-R-取代的 s-hydrindacene 骨架（Rind 基团）的大保护基团稳定的 π-共轭磷杂环烯的化学进展。详细介绍了在硅原子上具有多种芳基取代基的磷硅烯。X 射线晶体学分析显示了由垂直固定的 Rind 基团增强的高度共面的 π 框架。已经观察到强 π-π* 吸收，证明了 π 共轭在骨架上的延伸。DFT 计算表明 LUMO 涉及 3pπ*(Si-P)–2pπ*(碳 π-电子系统)共轭的显着贡献。还包括 π 共轭磷杂环烯的金 (I) 配合物的制备。