5-amino-2-(4'-(diphenylamino)biphenyl-4-yl)-9-(4-(diphenylamino)phenyl)chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile | 1401614-74-1

• 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: 5-amino-2-(4'-(diphenylamino)biphenyl-4-yl)-9-(4-(diphenylamino)phenyl)chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile
• 英文别名: 11-amino-5-[4-(N-phenylanilino)phenyl]-15-[4-[4-(N-phenylanilino)phenyl]phenyl]-8-oxa-10,14-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),3,5,9(17),10,12,14-octaene-12-carbonitrile
• CAS: 1401614-74-1
• 化学式: C₅₇H₃₈N₆O
• 分子量: 822.968
• InChiKey: YTUDARGFPFSQSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  64
• 可旋转键数：
  9
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  三苯胺 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 、 四氯化碳 、 正己烷 、 水 、 甲苯 为溶剂， 反应 92.0h， 生成 5-amino-2-(4'-(diphenylamino)biphenyl-4-yl)-9-(4-(diphenylamino)phenyl)chromeno[4,3,2-de][1,6]naphthyridine-4-carbonitrile
  参考文献：
  名称：

  Novel fluorescence dyes based on entirely new 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 triphenylamine groups have been carefully designed and prepared in good yields using the Pd(0) catalyzed Suzuki couplings reactions. The relationship of photoluminescence property and structure of these compounds was systematically investigated via thermogravimetric analyzer, 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 triphenylamine could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.018

文献信息

• Novel fluorescence dyes based on entirely new chromeno[4,3,2-de][1,6]naphthyridine framework
  作者：Hai-Ying Wang、Jing-Jing Shi、Chao Wang、Xiao-Xiao Zhang、Yu Wan、Hui Wu

  DOI：10.1016/j.dyepig.2012.05.018

  日期：2012.11

  A series of entirely new framework chromeno[4,3,2-de][1,6]naphthyridine derivatives containing triphenylamine groups have been carefully designed and prepared in good yields using the Pd(0) catalyzed Suzuki couplings reactions. The relationship of photoluminescence property and structure of these compounds was systematically investigated via thermogravimetric analyzer, 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 triphenylamine could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2012 Elsevier Ltd. All rights reserved.