2-(4-cyanophenyl)-5-[4-(diethylamino)-2-methyl-phenyl]-3H-imidazo[4,5-a]naphthalene | 1130291-80-3

• 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)-2-methyl-phenyl]-3H-imidazo[4,5-a]naphthalene
• 英文别名: 4-[5-[4-(diethylamino)-2-methylphenyl]-3H-benzo[e]benzimidazol-2-yl]benzonitrile
• CAS: 1130291-80-3
• 化学式: C₂₉H₂₆N₄
• 分子量: 430.552
• InChiKey: QZDPEPWLSQARPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 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)-2-methylphenyl)naphthalene-1,2-dione 、 4-氰基苯甲醛 在 ammonium acetate 、 溶剂黄146 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 1.0h， 以75%的产率得到2-(4-cyanophenyl)-5-[4-(diethylamino)-2-methyl-phenyl]-3H-imidazo[4,5-a]naphthalene
  参考文献：
  名称：

  Drastic solid-state fluorescence enhancement behaviour of imidazo[4,5-a]naphthalene-type fluorescent hosts upon inclusion of polyethers and tert-butyl alcohol

  摘要：

  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

  DOI：

  10.1016/j.tet.2008.12.003

文献信息

• 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