5,8-bis(4-bromobenzyloxy)-1,4-dihydro-1,4-methanonaphthalene | 638222-50-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,8-bis(4-bromobenzyloxy)-1,4-dihydro-1,4-methanonaphthalene
• 英文别名: 3,6-bis[(4-bromophenyl)methoxy]tricyclo[6.2.1.02,7]undeca-2,4,6,9-tetraene
• CAS: 638222-50-1
• 化学式: C₂₅H₂₀Br₂O₂
• 分子量: 512.241
• InChiKey: VUPPZPWOASLGSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二苯基氯化膦 、 5,8-bis(4-bromobenzyloxy)-1,4-dihydro-1,4-methanonaphthalene 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以60%的产率得到5,8-bis(4-diphenylphosphoranylbenzyloxy)-1,4-dihydro-1,4-methanonaphthalene
  参考文献：
  名称：

  Polymeric Phosphine Ligand from Ring-Opening Metathesis Polymerization of a Norbornene Derivative. Applications in the Heck, Sonogashira, and Negishi Reactions

  摘要：

  The phosphine-containing polymer 1 is obtained by ruthenium-catalyzed ring-opening metathesis polymerization of the norbornene derivative 2. Polymer 1 is employed as the polymer support in the palladium-catalyzed Heck, Sonogashira, and Negishi reactions, and the corresponding (methoxymethylphenyl)diphenylphosphine (6) ligand is used for comparison. The polymer-supported catalysts retain most of their catalytic activities in these coupling reactions in the recycling processes.

  DOI：

  10.1021/jo035318z
• 作为产物：
  描述：

  三环[6.2.1.02.7]十一碳-4,9-二烯-3,6-二酮 、 对溴溴苄 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以78%的产率得到5,8-bis(4-bromobenzyloxy)-1,4-dihydro-1,4-methanonaphthalene
  参考文献：
  名称：

  Polymeric Phosphine Ligand from Ring-Opening Metathesis Polymerization of a Norbornene Derivative. Applications in the Heck, Sonogashira, and Negishi Reactions

  摘要：

  The phosphine-containing polymer 1 is obtained by ruthenium-catalyzed ring-opening metathesis polymerization of the norbornene derivative 2. Polymer 1 is employed as the polymer support in the palladium-catalyzed Heck, Sonogashira, and Negishi reactions, and the corresponding (methoxymethylphenyl)diphenylphosphine (6) ligand is used for comparison. The polymer-supported catalysts retain most of their catalytic activities in these coupling reactions in the recycling processes.

  DOI：

  10.1021/jo035318z