1,4-diethynyl-2,5-bis(triisopropylsilyl)benzene | 919364-37-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1,4-diethynyl-2,5-bis(triisopropylsilyl)benzene
• 英文别名: (2,5-Diethynyl-1,4-phenylene)bis[tri(propan-2-yl)silane]；[2,5-diethynyl-4-tri(propan-2-yl)silylphenyl]-tri(propan-2-yl)silane
• CAS: 919364-37-7
• 化学式: C₂₈H₄₆Si₂
• 分子量: 438.844
• InChiKey: RAKBPWORLNSNMY-UHFFFAOYSA-N

物化性质

• 沸点：
  429.2±45.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.42
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 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：

  1,4-diethynyl-2,5-bis(triisopropylsilyl)benzene 、 4-碘三苯胺 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 甲苯 为溶剂， 以81%的产率得到1,4-bis(triisopropylsilyl)-2,5-bis[4-(N,N-diphenylamino)phenylethynyl]benzene
  参考文献：
  名称：

  Highly Emissive Organic Solids Containing 2,5-Diboryl-1,4-phenylene Unit

  摘要：

  We disclosed a series of pi-conjugated systems containing 2,5-bis(dimesitylboryl)-1,4-phenylene as the core unit and electron-donating amino groups at the terminal positions. The extension of the ppi-pi* conjugation in the diborylphenylene moiety along the short axis of the pi-conjugated framework as well as the incorporation of two bulky dimesitylboryl groups at the para-positions makes this moiety act as a unique bulky pi-electron-accepting unit. As a consequence, these systems behave like donor-acceptor-donor quadrupolar pi-electron systems and show a large solvatochromism in the fluorescence spectra. Moreover, these organoboron pi systems exhibit intense fluorescence even in the solid state with the quantum yields of 0.73-0.90.

  DOI：

  10.1021/ja0637550
• 作为产物：
  描述：

  [2-[2,5-二溴-4-[2-(三甲基硅基)乙炔基]苯基]乙炔基]三甲基硅烷 在 甲醇 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 6.0h， 生成 1,4-diethynyl-2,5-bis(triisopropylsilyl)benzene
  参考文献：
  名称：

  Highly Emissive Organic Solids Containing 2,5-Diboryl-1,4-phenylene Unit

  摘要：

  We disclosed a series of pi-conjugated systems containing 2,5-bis(dimesitylboryl)-1,4-phenylene as the core unit and electron-donating amino groups at the terminal positions. The extension of the ppi-pi* conjugation in the diborylphenylene moiety along the short axis of the pi-conjugated framework as well as the incorporation of two bulky dimesitylboryl groups at the para-positions makes this moiety act as a unique bulky pi-electron-accepting unit. As a consequence, these systems behave like donor-acceptor-donor quadrupolar pi-electron systems and show a large solvatochromism in the fluorescence spectra. Moreover, these organoboron pi systems exhibit intense fluorescence even in the solid state with the quantum yields of 0.73-0.90.

  DOI：

  10.1021/ja0637550

文献信息

• Highly Emissive Organic Solids Containing 2,5-Diboryl-1,4-phenylene Unit
  作者：Cui-Hua Zhao、Atsushi Wakamiya、Yuko Inukai、Shigehiro Yamaguchi

  DOI：10.1021/ja0637550

  日期：2006.12.1

  We disclosed a series of pi-conjugated systems containing 2,5-bis(dimesitylboryl)-1,4-phenylene as the core unit and electron-donating amino groups at the terminal positions. The extension of the ppi-pi* conjugation in the diborylphenylene moiety along the short axis of the pi-conjugated framework as well as the incorporation of two bulky dimesitylboryl groups at the para-positions makes this moiety act as a unique bulky pi-electron-accepting unit. As a consequence, these systems behave like donor-acceptor-donor quadrupolar pi-electron systems and show a large solvatochromism in the fluorescence spectra. Moreover, these organoboron pi systems exhibit intense fluorescence even in the solid state with the quantum yields of 0.73-0.90.