ortho-phenol monomer | 371961-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ortho-phenol monomer
• 英文别名: [2-(2-Acetyloxy-3-bromo-5-oct-1-ynylphenyl)-6-bromo-4-oct-1-ynylphenyl] acetate
• CAS: 371961-75-0
• 化学式: C₃₂H₃₆Br₂O₄
• 分子量: 644.443
• InChiKey: WGTOGOJJGRRQIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,3',5,5'-四溴-1,1'-联苯-2,2'-二醇 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 、 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 ortho-phenol monomer
  参考文献：
  名称：

  Construction of an ortho-phenol polymer

  摘要：

  Synthesis and study of an ortho-phenol polymer, a highly functionalized polyphenylene, have been conducted. A dibromo ortho-biphenol monomer was synthesized and its homocoupling in the presence of Ni(1,5-cyclooctadiene)(2) followed by hydrolysis led to the formation of an ortho-plienol polymer. This polymer was soluble in common organic solvents. It was characterized by gel permeation chromatography, UV-vis, IR, H-1 and C-13 NMR spectroscopic methods. The use of this polymer in the Lewis acid-catalyzed reaction of phenylacetylene with benzaldchyde in the presence of diethylzinc was studied. It was found that the polymer when treated with 1/4 equiv. (relative to the phenol unit of the polymer) of Ti((OPr)-Pr-i)(4) generated a much more active Lewis acid catalyst than when treated with excess Ti((OPr)-Pr-i)4. This indicates that different types of catalytic sites in the polymer have been produced under these conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01256-4