4-(4'-(9,9'-spirobifluorene-4-yl)-9,9'-spirobifluorene-4-yl)pinacol boronic acid | 1257321-45-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 4-(4'-(9,9'-spirobifluorene-4-yl)-9,9'-spirobifluorene-4-yl)pinacol boronic acid
• CAS: 1257321-45-1
• 化学式: C₅₆H₄₁BO₂
• 分子量: 756.751
• InChiKey: KOLPBYMFNVYVAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.34
• 重原子数：
  59.0
• 可旋转键数：
  2.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(4'-bromo-9,9'-spirobifluorene-4-yl)-9,9'-spirobifluorene 、 4-(4'-(9,9'-spirobifluorene-4-yl)-9,9'-spirobifluorene-4-yl)pinacol boronic acid 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以50%的产率得到4-(9,9'-Spirobi[fluorene]-4'-yl)-4'-[4-(9,9'-spirobi[fluorene]-4'-yl)-9,9'-spirobi[fluorene]-4'-yl]-9,9'-spirobi[fluorene]
  参考文献：
  名称：

  Tri-, Tetra- and Pentamers of 9,9′-Spirobifluorenes through Fullortho-Linkage: High Triplet-Energy Pure Hydrocarbon Host for Blue Phosphorescent Emitter

  摘要：

  4,4'-Dibromo-9,9'-spirobifluorene was first synthesized, and from this intermediate, three fully ortho-linked tri-, tetra-, and pentamers of 9,9'-spirobifluorenes were constructed. The full ortho-linkage impedes the pi conjugation of fluorene units, and guarantees their high triplet energies (Er = 2.80 eV). A device with the trimer as the first pure hydrocarbon host material for blue phosphor Flrpic shows a maximum current efficiency of 25 cd/A.

  DOI：

  10.1021/ol1024184
• 作为产物：
  描述：

  异丙醇频哪醇硼酸酯 、 4-(4'-bromo-9,9'-spirobifluorene-4-yl)-9,9'-spirobifluorene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以46%的产率得到4-(4'-(9,9'-spirobifluorene-4-yl)-9,9'-spirobifluorene-4-yl)pinacol boronic acid
  参考文献：
  名称：

  Tri-, Tetra- and Pentamers of 9,9′-Spirobifluorenes through Fullortho-Linkage: High Triplet-Energy Pure Hydrocarbon Host for Blue Phosphorescent Emitter

  摘要：

  4,4'-Dibromo-9,9'-spirobifluorene was first synthesized, and from this intermediate, three fully ortho-linked tri-, tetra-, and pentamers of 9,9'-spirobifluorenes were constructed. The full ortho-linkage impedes the pi conjugation of fluorene units, and guarantees their high triplet energies (Er = 2.80 eV). A device with the trimer as the first pure hydrocarbon host material for blue phosphor Flrpic shows a maximum current efficiency of 25 cd/A.

  DOI：

  10.1021/ol1024184