1,4-bis{2,5-bis(dimesitylboryl)-4-[4-(N,N-diphenylamino)phenylethynyl]phenylethynyl}benzene

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4-bis{2,5-bis(dimesitylboryl)-4-[4-(N,N-diphenylamino)phenylethynyl]phenylethynyl}benzene
• 英文别名: 4-[2-[4-[2-[4-[2-[2,5-bis[bis(2,4,6-trimethylphenyl)boranyl]-4-[2-[4-(N-phenylanilino)phenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-2,5-bis[bis(2,4,6-trimethylphenyl)boranyl]phenyl]ethynyl]-N,N-diphenylaniline
• 化学式: C₁₃₄H₁₂₄B₄N₂
• 分子量: 1805.72
• InChiKey: ONLAXXGPCGNYET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.69
• 重原子数：
  140
• 可旋转键数：
  26
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-ethynyl-2,5-bis(dimesitylboryl)-4-[4-(N,N-diphenylamino)phenylethynyl]benzene 、 1,4-二碘苯 在 copper(l) iodide 、 四(三苯基膦)钯 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以76%的产率得到1,4-bis{2,5-bis(dimesitylboryl)-4-[4-(N,N-diphenylamino)phenylethynyl]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

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.