endo-5-phenoxymethylnorborn-2-ene | 75211-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: endo-5-phenoxymethylnorborn-2-ene
• 英文别名: (+/-)-2endo-phenoxymethyl-norbornene-(5)；(+/-)-2endo-Phenoxymethyl-norbornen-(5)；(1R,4R,5R)-5-(phenoxymethyl)bicyclo[2.2.1]hept-2-ene
• CAS: 75211-14-2
• 化学式: C₁₄H₁₆O
• 分子量: 200.28
• InChiKey: OWETXGRKCLKMMD-AGIUHOORSA-N

物化性质

• 沸点：
  134 °C(Press: 6 Torr)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  烯丙基苯基醚 、 endo-Dicyclopentadien 生成 endo-5-phenoxymethylnorborn-2-ene
  参考文献：
  名称：

  US2421597

  摘要：

  公开号：

文献信息

• Controlled molecular design of ether- and ester-bridged norbornenes and their ring-opening metathesis polymerizations
  作者：Alaa S Abd-El-Aziz、Andrea L Edel、Leslie J May、Karen M Epp、Harold M Hutton

  DOI：10.1139/v99-164

  日期：1999.11.1

  A series of functionalized polynorbornenes containing pendent ether- or ester-bridged poly(aromatic ether) chains were prepared. The ether-bridged norbornene complex was synthesized via cyclopentadienyliron-mediated nucleophilic aromatic substitution reactions. This methodology, combined with that of dicyclohexylcarbodiimide-mediated coupling, allowed for the formation of novel oligomeric aryl ether and ester substituted norbornene complexes. Photolytic demetallation gave the monomers in good yields. Structural identification of the exo and endo isomers of both the metallated and demetallated norbornene derivatives was accomplished using HH and CH COSY NMR techniques. Ring-opening metathesis polymerization (ROMP) of these monomers using RuCl₃(hydrate) and (Cy₃P)₂Cl₂Ru=CHPh allowed for the preparation of the functionalized polynorbornenes. Thermal analysis of the resulting polymeric materials demonstrated greater thermal stability as the number of aryl ether groups increased.Key words: aromatic ethers, cyclopentadienyliron, polynorbornene, ROMP, ruthenium catalysts.

  一系列含有侧链醚或酯桥联聚芳醚链的功能化聚诺博烯被制备出来。醚桥联诺博烯配合物是通过环戊二烯基铁介导的亲核芳香取代反应合成的。这种方法与二环己基碳二亚胺介导的偶联相结合，允许形成新型的寡聚芳基醚和酯取代诺博烯配合物。光解金属化反应以良好的产率给出单体。使用HH和CH COSY NMR技术对金属化和去金属化诺博烯衍生物的exo和endo异构体进行了结构鉴定。使用RuCl₃(hydrate)和(Cy₃P)₂Cl₂Ru=CHPh进行开环烯烃转化聚合（ROMP）制备功能化聚诺博烯。所得聚合物的热分析表明，随着芳醚基团数的增加，热稳定性更高。关键词：芳香醚，环戊二烯基铁，聚诺博烯，ROMP，钌催化剂。
• Lajunen, Martti; Latva-Nirva, Esa, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 4, p. 719 - 723
  作者：Lajunen, Martti、Latva-Nirva, Esa

  DOI：——

  日期：——