1,4-dicyano-2,5-bis[4-(N,N-diphenylamino)phenylethynyl]benzene | 848569-43-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4-dicyano-2,5-bis[4-(N,N-diphenylamino)phenylethynyl]benzene
• 英文别名: 1,4-Benzenedicarbonitrile, 2,5-bis[[4-(diphenylamino)phenyl]ethynyl]-；2,5-bis[2-[4-(N-phenylanilino)phenyl]ethynyl]benzene-1,4-dicarbonitrile
• CAS: 848569-43-7
• 化学式: C₄₈H₃₀N₄
• 分子量: 662.793
• InChiKey: UXZNVZISHWMYTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  52
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4'-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(N,N-diphenylaniline) 、 alkaline earth salt of/the/ methylsulfuric acid 在 palladium diacetate 、 sodium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 2.0h， 以14%的产率得到1,4-dicyano-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

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.