1,6-Dihexoxy-3,4,8,9-tetraphenylpyrido[3,4-g]isoquinoline | 1426400-20-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,6-Dihexoxy-3,4,8,9-tetraphenylpyrido[3,4-g]isoquinoline
• 英文别名: 1,6-dihexoxy-3,4,8,9-tetraphenylpyrido[3,4-g]isoquinoline
• CAS: 1426400-20-5
• 化学式: C₄₈H₄₈N₂O₂
• 分子量: 684.921
• InChiKey: QEPCFYVCYVTIBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.1
• 重原子数：
  52
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对苯二甲酸二甲酯 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 cesium acetate 、 sodium hydride 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1,6-Dihexoxy-3,4,8,9-tetraphenylpyrido[3,4-g]isoquinoline 、 6-Hexoxy-2-hexyl-3,4,8,9-tetraphenylpyrido[3,4-g]isoquinolin-1-one 、 2,7-Dihexyl-3,4,8,9-tetraphenylpyrido[3,4-g]isoquinoline-1,6-dione
  参考文献：
  名称：

  New emissive organic molecule based on pyrido[3,4-g]isoquinoline framework: synthesis and fluorescence tuning as well as optical waveguide behavior

  摘要：

  In this paper we report the synthesis and crystal structures of emissive organic molecule (la) based on pyrido[3,4-g]isoquinoline framework as well as its isomers 1b and 1c. The emission quantum yields decrease after transformation of pyridine moieties in la into the cyclic-amides in 1b and 1c. The fluorescent spectral results reveal that la, 1b, and 1c exhibit no AIE behavior. This is tentatively attributed to intramolecular weak C center dot center dot center dot H interactions, which may impede the intramolecular rotations based on the crystal structures of la and 1c. Interestingly, 1a, 1b, and 1c are emissive in the solid state, and among them la possesses the highest emission quantum yield (0.22). Moreover, the fluorescence of la in solution and solid state can be reversibly tuned by reactions with trifluoroacetic acid and triethylamine. Microarea PL studies reveal that microrods of la and these after exposure to HCl gas show typical waveguide behavior. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.02.041

文献信息

• New emissive organic molecule based on pyrido[3,4-g]isoquinoline framework: synthesis and fluorescence tuning as well as optical waveguide behavior
  作者：Jianguo Wang、Guanxin Zhang、Zitong Liu、Xingui Gu、Yongli Yan、Chuang Zhang、Zhenzhen Xu、Yongsheng Zhao、Hongbing Fu、Deqing Zhang

  DOI：10.1016/j.tet.2013.02.041

  日期：2013.4

  In this paper we report the synthesis and crystal structures of emissive organic molecule (la) based on pyrido[3,4-g]isoquinoline framework as well as its isomers 1b and 1c. The emission quantum yields decrease after transformation of pyridine moieties in la into the cyclic-amides in 1b and 1c. The fluorescent spectral results reveal that la, 1b, and 1c exhibit no AIE behavior. This is tentatively attributed to intramolecular weak C center dot center dot center dot H interactions, which may impede the intramolecular rotations based on the crystal structures of la and 1c. Interestingly, 1a, 1b, and 1c are emissive in the solid state, and among them la possesses the highest emission quantum yield (0.22). Moreover, the fluorescence of la in solution and solid state can be reversibly tuned by reactions with trifluoroacetic acid and triethylamine. Microarea PL studies reveal that microrods of la and these after exposure to HCl gas show typical waveguide behavior. (C) 2013 Published by Elsevier Ltd.