syn-tris(oxonorborneno)benzene | 1357257-59-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: syn-tris(oxonorborneno)benzene
• 英文别名: (1R,4R,7R,10R,13R,16R)-heptacyclo[14.2.1.14,7.110,13.02,15.03,8.09,14]henicosa-2,8,14-triene-5,11,17-trione
• CAS: 1357257-59-0
• 化学式: C₂₁H₁₈O₃
• 分子量: 318.372
• InChiKey: JNWLMUGGXSLVNB-UCFKJQRDSA-N

物化性质

• 沸点：
  516.5±50.0 °C(Predicted)
• 密度：
  1.476±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  syn-tris(oxonorborneno)benzene 、 对苯二胺 在 三乙烯二胺 、 四氯化钛 作用下， 以 氯苯 为溶剂， 反应 19.0h， 以50%的产率得到
  参考文献：
  名称：

  Chiral phenylazomethine cage

  摘要：

  Enantiopure phenylazomethine cages ((S)- and (R)-PAC) were tion of chiral (5)- and (R)-syn-tris(norborneno)benzene with (56% and 50%), respectively. The structure and chirality of PACs by NMR, CD, X-ray diffraction and DFT calculations. selectively obtained by one-pot dehydrap-phenylenediamine in moderate yields in solution and solid state were confirmed by NMR, CD, X-ray diffraction and DFT calculations. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.141

文献信息

• Selective Synthesis of <i>C</i>₃ Symmetric Functionalized Sumanenes
  作者：Shuhei Higashibayashi、R. B. Nasir Baig、Yuki Morita、Hidehiro Sakurai

  DOI：10.1246/cl.2012.84

  日期：2012.1.5

  C3 symmetric triformylsumanene was selectively synthesized from C3 symmetric syn-tris(oxonorborneno)benzene, featuring ring-opening/closing metathesis reactions of syn-tris(methoxymethylnorbornadieno)benzene and DDQ oxidation. Triformylsumanene can be an intermediate to synthesize C3 symmetric trisubstituted sumanenes by further transformation. Tris(ethoxycarbonylethenyl)sumanene was prepared through the Horner–Wadsworth–Emmons reaction. Its optical and electrochemical behaviors were investigated.

  通过合成三(甲氧基甲基降冰片烯)苯的开环/闭环元合成反应和 DDQ 氧化反应，从 C3 对称合成三(氧代降冰片烯)苯选择性地合成了 C3 对称三(三)亚甲基三(氧代降冰片烯)苏曼烯。三(甲氧基甲基降冰片二烯)苯可以作为中间体，通过进一步转化合成 C3 对称三取代苏曼烯。通过 Horner-Wadsworth-Emmons 反应制备了三(乙氧羰基乙烯基)苏曼烯。对其光学和电化学行为进行了研究。
• Chiral phenylazomethine cage
  作者：Ryo Shomura、Shuhei Higashibayashi、Hidehiro Sakurai、Yoshitaka Matsushita、Akira Sato、Masayoshi Higuchi

  DOI：10.1016/j.tetlet.2011.11.141

  日期：2012.2

  Enantiopure phenylazomethine cages ((S)- and (R)-PAC) were tion of chiral (5)- and (R)-syn-tris(norborneno)benzene with (56% and 50%), respectively. The structure and chirality of PACs by NMR, CD, X-ray diffraction and DFT calculations. selectively obtained by one-pot dehydrap-phenylenediamine in moderate yields in solution and solid state were confirmed by NMR, CD, X-ray diffraction and DFT calculations. (C) 2011 Elsevier Ltd. All rights reserved.