5-amino-2-(4-(9-butyl-9H-carbazol-3-yl)phenyl)chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile | 1418011-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-amino-2-(4-(9-butyl-9H-carbazol-3-yl)phenyl)chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile
• 英文别名: 11-Amino-15-[4-(9-butylcarbazol-3-yl)phenyl]-8-oxa-10,14-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9(17),10,12,14-octaene-12-carbonitrile；11-amino-15-[4-(9-butylcarbazol-3-yl)phenyl]-8-oxa-10,14-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9(17),10,12,14-octaene-12-carbonitrile
• CAS: 1418011-98-9
• 化学式: C₃₇H₂₇N₅O
• 分子量: 557.654
• InChiKey: IWSRWGILIPVGLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  43
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  89.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-正丁基咔唑 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 水 、 甲苯 为溶剂， 反应 88.0h， 生成 5-amino-2-(4-(9-butyl-9H-carbazol-3-yl)phenyl)chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile
  参考文献：
  名称：

  Synthesis and characteristics of novel fluorescence dyes based on chromeno[4,3,2-de][1,6]naphthyridine framework

  摘要：

  A series of entirely new framework chromeno[4,3,2-de][1,6]naphthyridine derivatives containing carbazole groups have been carefully designed and prepared. The relationship of photoluminescence property and structure of these compounds was systematically investigated via UV-vis, fluorescence and electrochemical analyzer. The HOMO and LUMO distributions of these compounds were calculated by density functional theory (DFT) (B3LYP; 6-31G*) method. These compounds exhibited high fluorescence quantum yields, desirable HOMO levels and high thermal stability, indicating that the combination of chromeno[4,3,2-de][1,6]naphthyridine and carbazole could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.10.075

文献信息

• Synthesis and characteristics of novel fluorescence dyes based on chromeno[4,3,2-de][1,6]naphthyridine framework
  作者：Haiying Wang、Jingjing Shi、Chao Wang、Xiaoxiao Zhang、Lingling Zhao、Yu Wan、Hui Wu

  DOI：10.1016/j.saa.2012.10.075

  日期：2013.2

  A series of entirely new framework chromeno[4,3,2-de][1,6]naphthyridine derivatives containing carbazole groups have been carefully designed and prepared. The relationship of photoluminescence property and structure of these compounds was systematically investigated via UV-vis, fluorescence and electrochemical analyzer. The HOMO and LUMO distributions of these compounds were calculated by density functional theory (DFT) (B3LYP; 6-31G*) method. These compounds exhibited high fluorescence quantum yields, desirable HOMO levels and high thermal stability, indicating that the combination of chromeno[4,3,2-de][1,6]naphthyridine and carbazole could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2012 Elsevier B.V. All rights reserved.