[4-[(E)-2-benzo[c]phenanthren-2-ylethenyl]phenyl]methyl acetate | 1380650-22-5

• 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: [4-[(E)-2-benzo[c]phenanthren-2-ylethenyl]phenyl]methyl acetate
• CAS: 1380650-22-5
• 化学式: C₂₉H₂₂O₂
• 分子量: 402.492
• InChiKey: XMNMPIOZVVVEGH-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [4-[(E)-2-benzo[c]phenanthren-2-ylethenyl]phenyl]methyl acetate 在 碘 、 methyloxirane 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以88%的产率得到(+/-)-2-acetoxymethylhexahelicene
  参考文献：
  名称：

  Synthesis and characterization of a new hexacyclic helicene

  摘要：

  A new helically chiral hexacyclic system, bearing an acetoxymethyl group, was prepared from a simple naphthalene building block in good yield and purity, via a four-step sequence involving palladium-catalysed Heck couplings and oxidative photocyclizations. Suitable crystals of the latter indicate that its conformation closely resembles that of unsubstituted [6]helicene, whose idealized symmetry is C-2. The optical properties of the hexacyclic helicene were investigated and show interesting behaviour. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.014
• 作为产物：
  描述：

  对溴苯乙烯 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 碘 、 sodium acetate 、 methyloxirane 作用下， 以 N,N-二甲基乙酰胺 、 环己烷 为溶剂， 反应 98.0h， 生成 [4-[(E)-2-benzo[c]phenanthren-2-ylethenyl]phenyl]methyl acetate
  参考文献：
  名称：

  Synthesis and characterization of a new hexacyclic helicene

  摘要：

  A new helically chiral hexacyclic system, bearing an acetoxymethyl group, was prepared from a simple naphthalene building block in good yield and purity, via a four-step sequence involving palladium-catalysed Heck couplings and oxidative photocyclizations. Suitable crystals of the latter indicate that its conformation closely resembles that of unsubstituted [6]helicene, whose idealized symmetry is C-2. The optical properties of the hexacyclic helicene were investigated and show interesting behaviour. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.014