2-(4-cyanophenyl)-5-[4-(diethylamino)phenyl]-3H-imidazo[4,5-a]naphthalene | 1119195-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(4-cyanophenyl)-5-[4-(diethylamino)phenyl]-3H-imidazo[4,5-a]naphthalene
• 英文别名: 4-[5-[4-(diethylamino)phenyl]-3H-benzo[e]benzimidazol-2-yl]benzonitrile
• CAS: 1119195-07-1
• 化学式: C₂₈H₂₄N₄
• 分子量: 416.525
• InChiKey: JPKRKYAFVPZHPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(4-(diethylamino)phenyl)naphthalene-1,2-dione 、 4-氰基苯甲醛 在 ammonium acetate 、 溶剂黄146 作用下， 反应 1.0h， 以75%的产率得到2-(4-cyanophenyl)-5-[4-(diethylamino)phenyl]-3H-imidazo[4,5-a]naphthalene
  参考文献：
  名称：

  包含有机溶剂分子后 2-(4-氰基苯基)-5-[4-(二乙氨基)苯基]-3H-咪唑并[4,5-a]萘的固态荧光变化

  摘要：

  新型咪唑并[4,5-a]萘型荧光包合物主体2-(4-氰基苯基)-5-[4-(二乙氨基)苯基]-3H-咪唑并[4,5-a]萘(2)，具有开发了咪唑环的两种可能的互变异构形式（A 和 B）。荧光团 2 的晶体表现出敏感的颜色变化和荧光增强行为，在各种有机溶剂分子的包合后，发射最大值出现蓝移。通过X射线分析确定了2的无客体和包合物的晶体结构。在光谱数据和晶体结构的基础上，讨论了包合客体对包合化合物固态光物理性质的影响。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejoc.200800832

文献信息

• Solid-State Fluorescence Changes of 2-(4-Cyanophenyl)-5-[4-(diethylamino)phenyl]-3<i>H</i>-imidazo[4,5-<i>a</i>]naphthalene upon Inclusion of Organic Solvent Molecules
  作者：Yousuke Ooyama、Shinobu Nagano、Miyako Okamura、Katsuhira Yoshida

  DOI：10.1002/ejoc.200800832

  日期：2008.12

  kinds of organic solvent molecules. The crystal structures of the guest-free and clathrate compounds of 2 were determined by X-ray analysis. On the basis of spectroscopic data and crystal structures, the effects of the enclathrated guest on the solid-state photophysical properties of the clathrate compounds are discussed.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  新型咪唑并[4,5-a]萘型荧光包合物主体2-(4-氰基苯基)-5-[4-(二乙氨基)苯基]-3H-咪唑并[4,5-a]萘(2)，具有开发了咪唑环的两种可能的互变异构形式（A 和 B）。荧光团 2 的晶体表现出敏感的颜色变化和荧光增强行为，在各种有机溶剂分子的包合后，发射最大值出现蓝移。通过X射线分析确定了2的无客体和包合物的晶体结构。在光谱数据和晶体结构的基础上，讨论了包合客体对包合化合物固态光物理性质的影响。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• Drastic solid-state fluorescence enhancement behaviour of imidazo[4,5-a]naphthalene-type fluorescent hosts upon inclusion of polyethers and tert-butyl alcohol
  作者：Yousuke Ooyama、Shinobu Nagano、Katsuhira Yoshida

  DOI：10.1016/j.tet.2008.12.003

  日期：2009.2

  As one of the most promising materials for the Construction of desirable solid-state fluorescent system, new solid-state fluorescent host-guest system, which consists of the imidazo[4,5-a]naphthalene-type fluorescent hosts 2 and sterically hindered guest molecules were designed and prepared. The crystals of 2 exhibit sensitive colour change and drastic fluorescence enhancement behaviour upon polyethers (diethylene glycol dimethyl ether (DGDM), diethylene glycol diethyl ether (DGDE) and diethylene glycol dibutyl ether (DGDB)) or tert-butyl alcohol. A comparison of the X-ray crystal structures of the guest-free and polyether- and tert-butyl alcohol-inclusion compounds indicates that the enclathrated polyether or tert-butyl alcohol molecule decrease the pi-stacking between hosts and enlarge the distance between the host-host aromatic planes. On the bases of the spectral data and the crystal Structures, the effects of the enclathrated sterically hindered guest on the drastic solid-state fluorescence enhancement behaviour of the host-guest crystals are discussed. (C) 2008 Elsevier Ltd. All rights reserved