5-phenyl-14-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenyl]pentacene-6,13-dione | 1255101-64-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 5-phenyl-14-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenyl]pentacene-6,13-dione
• CAS: 1255101-64-4
• 化学式: C₄₀H₃₁BO₄
• 分子量: 586.495
• InChiKey: JGOAWOGVPJJCGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  45.0
• 可旋转键数：
  3.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-phenyl-14-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenyl]pentacene-6,13-dione 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以65%的产率得到5-phenyl-14-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-6,13-dihydropentacene-6,13-diol
  参考文献：
  名称：

  Synthesis of Functionalized Pentacenes from Isobenzofurans Derived from C−H Bond Activation

  摘要：

  The synthesis of unsymmetric functionalized pentacenes from 1,4-anthraquinones and functionalized isobenzofurans, which were prepared by transformation via C H bond activation, was successfully accomplished. Examples of the synthesis of pentacenes with functional groups at the 5-position are still rare. These obtained functionalized pentacenes are highly soluble in hexane, toluene, and THF.

  DOI：

  10.1021/ol102349r
• 作为产物：
  描述：

  1,4-蒽醌 、 1-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-3-phenyl-isobenzofuran 在 三氟甲磺酸三甲基硅酯 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以85%的产率得到5-phenyl-14-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenyl]pentacene-6,13-dione
  参考文献：
  名称：

  Synthesis of Functionalized Pentacenes from Isobenzofurans Derived from C−H Bond Activation

  摘要：

  The synthesis of unsymmetric functionalized pentacenes from 1,4-anthraquinones and functionalized isobenzofurans, which were prepared by transformation via C H bond activation, was successfully accomplished. Examples of the synthesis of pentacenes with functional groups at the 5-position are still rare. These obtained functionalized pentacenes are highly soluble in hexane, toluene, and THF.

  DOI：

  10.1021/ol102349r