cisoid-anti-11,22-dimethoxy-2,13-dithia-[3.3](1,3)naphthalenophane | 195057-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: cisoid-anti-11,22-dimethoxy-2,13-dithia-[3.3](1,3)naphthalenophane
• 英文别名: 25,26-Dimethoxy-3,15-dithiapentacyclo[15.7.1.15,13.06,11.019,24]hexacosa-1(25),5(26),6,8,10,12,17,19,21,23-decaene
• CAS: 195057-48-8；195158-60-2
• 化学式: C₂₆H₂₄O₂S₂
• 分子量: 432.607
• InChiKey: PJMZXQBLFRFEJU-UHFFFAOYSA-N

物化性质

• 沸点：
  704.2±60.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cisoid-anti-11,22-dimethoxy-2,13-dithia-[3.3](1,3)naphthalenophane 在 2,3-二氯-5,6-二氰基-1,4-苯醌 、 三甲氧基磷 作用下， 以 苯 为溶剂， 反应 28.0h， 生成 二苯并[a,i]芘
  参考文献：
  名称：

  Synthesis of Dibenzopyrenes and Pyrenes via Photolytic Sulfur Extrusion and Intramolecular Cross-Coupling Reactions of Dithia[3.3](1,3)naphthalenophanes and Dithia[3.3]metacyclophanes

  摘要：

  The syntheses of several substituted dithia[3.3]metacyclophanes and dithia[3.3](1,3)naphthalenophanes are reported and their photolyses in triethyl or trimethyl phosphite are described. Under these conditions, the corresponding tetrahydrodibenzopyrenes and tetrahydropyrenes are produced in a one-pot procedure when the precursor dithianaphthalenophanes and dithiacyclophanes possess at least one intraannular methoxyl group. A mechanism with supporting evidence is proposed to account for these results. Structural determinations of the four isomeric 11,22-dimethoxy-2,13-dithia[3.3](1,3)naphthalenophanes by NMR and X-ray single-crystal diffraction studies are also described. The syntheses of the novel anti-transoid- and anti-cisoid-[2.2](1,3)naphthalenophanes are also described.

  DOI：

  10.1021/jo970181w
• 作为产物：
  描述：

  1,3-bisbromomethyl-2-methoxynaphthalene 在 氢氧化钾 、 硫脲 作用下， 以 乙醇 、 二甲基亚砜 、 苯 为溶剂， 反应 29.0h， 生成 cisoid-anti-11,22-dimethoxy-2,13-dithia-[3.3](1,3)naphthalenophane
  参考文献：
  名称：

  Synthesis of Dibenzopyrenes and Pyrenes via Photolytic Sulfur Extrusion and Intramolecular Cross-Coupling Reactions of Dithia[3.3](1,3)naphthalenophanes and Dithia[3.3]metacyclophanes

  摘要：

  The syntheses of several substituted dithia[3.3]metacyclophanes and dithia[3.3](1,3)naphthalenophanes are reported and their photolyses in triethyl or trimethyl phosphite are described. Under these conditions, the corresponding tetrahydrodibenzopyrenes and tetrahydropyrenes are produced in a one-pot procedure when the precursor dithianaphthalenophanes and dithiacyclophanes possess at least one intraannular methoxyl group. A mechanism with supporting evidence is proposed to account for these results. Structural determinations of the four isomeric 11,22-dimethoxy-2,13-dithia[3.3](1,3)naphthalenophanes by NMR and X-ray single-crystal diffraction studies are also described. The syntheses of the novel anti-transoid- and anti-cisoid-[2.2](1,3)naphthalenophanes are also described.

  DOI：

  10.1021/jo970181w

文献信息

• Synthesis of Dibenzopyrenes and Pyrenes via Photolytic Sulfur Extrusion and Intramolecular Cross-Coupling Reactions of Dithia[3.3](1,3)naphthalenophanes and Dithia[3.3]metacyclophanes
  作者：Muhammad Ashram、David O. Miller、John N. Bridson、Paris E. Georghiou

  DOI：10.1021/jo970181w

  日期：1997.9.1

  The syntheses of several substituted dithia[3.3]metacyclophanes and dithia[3.3](1,3)naphthalenophanes are reported and their photolyses in triethyl or trimethyl phosphite are described. Under these conditions, the corresponding tetrahydrodibenzopyrenes and tetrahydropyrenes are produced in a one-pot procedure when the precursor dithianaphthalenophanes and dithiacyclophanes possess at least one intraannular methoxyl group. A mechanism with supporting evidence is proposed to account for these results. Structural determinations of the four isomeric 11,22-dimethoxy-2,13-dithia[3.3](1,3)naphthalenophanes by NMR and X-ray single-crystal diffraction studies are also described. The syntheses of the novel anti-transoid- and anti-cisoid-[2.2](1,3)naphthalenophanes are also described.