3,11-dibromo-7-isopentyl-2,12-dimethoxy-5H-diindeno-[2,1-e:1′,2′-g]isoindole-6,8(7H,9H)-dione | 1564275-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3,11-dibromo-7-isopentyl-2,12-dimethoxy-5H-diindeno-[2,1-e:1′,2′-g]isoindole-6,8(7H,9H)-dione
• CAS: 1564275-07-5
• 化学式: C₂₉H₂₅Br₂NO₄
• 分子量: 611.33
• InChiKey: UNWVOXRZERVBQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.01
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,11-dibromo-7-isopentyl-2,12-dimethoxy-5H-diindeno-[2,1-e:1′,2′-g]isoindole-6,8(7H,9H)-dione 、 苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 8.0h， 以85%的产率得到7-isopentyl-2,12-dimethoxy-3,11-diphenyl-5H-diindeno-[2,1-e:1′,2′-g]isoindole-6,8(7H,9H)-dione
  参考文献：
  名称：

  Dihydroindeno[2,1-c]fluorene-Based Imide Dyes: Synthesis, Structures, Photophysical and Electrochemical Properties

  摘要：

  A new kind of imide dyes based on dihydroindeno[2,1-c]fluorene have been developed. Consequently, a series of the organic dyes were conveniently and efficiently synthesized. The single crystal structure showed the dihydroindeno[2,1-c]fluorene core was almost planar, and the dye molecule could pack into herringbone-like structure in the solid state. It was found that the imide dyes all showed strong fluorescence emissions in tetrahydrofuran, and they also exhibited obvious red shifts with the increase of the pi-conjugation system and the enhancement of the electronic-donating effect. Moreover, the electrochemical cyclic voltammograms of the imide dyes displayed irreversible redoxes in the film state. The electronic structures of aryl substituted imide dyes were also studied by the density functional theory (DFT), which gave a further explanation for their electrochemical behaviors.

  DOI：

  10.1021/jo4028616
• 作为产物：
  描述：

  6-甲氧基-1-茚酮 在 咪唑 、 溴 、 氢化铝 、 mercury dichloride 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 28.0h， 生成 3,11-dibromo-7-isopentyl-2,12-dimethoxy-5H-diindeno-[2,1-e:1′,2′-g]isoindole-6,8(7H,9H)-dione
  参考文献：
  名称：

  Dihydroindeno[2,1-c]fluorene-Based Imide Dyes: Synthesis, Structures, Photophysical and Electrochemical Properties

  摘要：

  A new kind of imide dyes based on dihydroindeno[2,1-c]fluorene have been developed. Consequently, a series of the organic dyes were conveniently and efficiently synthesized. The single crystal structure showed the dihydroindeno[2,1-c]fluorene core was almost planar, and the dye molecule could pack into herringbone-like structure in the solid state. It was found that the imide dyes all showed strong fluorescence emissions in tetrahydrofuran, and they also exhibited obvious red shifts with the increase of the pi-conjugation system and the enhancement of the electronic-donating effect. Moreover, the electrochemical cyclic voltammograms of the imide dyes displayed irreversible redoxes in the film state. The electronic structures of aryl substituted imide dyes were also studied by the density functional theory (DFT), which gave a further explanation for their electrochemical behaviors.

  DOI：

  10.1021/jo4028616