4'-(9-bromoanthracenyl)-terpyridine | 1262883-78-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4'-(9-bromoanthracenyl)-terpyridine
• 英文别名: 4-(10-Bromoanthracen-9-yl)-2,6-dipyridin-2-ylpyridine
• CAS: 1262883-78-2
• 化学式: C₂₉H₁₈BrN₃
• 分子量: 488.386
• InChiKey: HMUOPMNOUSFVQK-UHFFFAOYSA-N

物化性质

• 沸点：
  619.8±50.0 °C(Predicted)
• 密度：
  1.397±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9,10-二溴蒽 、 4'-(9-bromoanthracenyl)-terpyridine 在 10% palladium on activated charcoal 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 8.0h， 以53%的产率得到4'-(9-bromodianthracenyl)-terpyridine
  参考文献：
  名称：

  Synthesis, characterization and preliminary investigation of the electro redox properties of anthracenyl-functionalized terpyridyl ligands

  摘要：

  We report the synthesis, characterization and preliminary investigation of the electro redox properties of soluble bromoterpyridine ligand precursors L1, L2 and L3 having one to three anthracenyl modules. The synthetic protocol is based on sequential palladium cross-coupling reactions between 9,10-dibromoanthracene and bromoterpyridine, 9-bromoanthracene-terpyridine or 9-bromo-dianthraceneterpyridine synthons. With increasing numbers of anthracene units on the terpyridine ligand, common absorption wavelengths at the near visible region and enhanced molar absorptivity coefficients were recorded. However, the luminescence intensity decreases with increasing length of pi-conjugation relating to aggregation effects in the molecules. The cyclic voltammograms of L1 and L2 display good electro redox activity, being better than that of L3. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.022