3,13-Dithiatetracyclo[13.7.1.16,10.016,21]tetracosa-1(22),6(24),7,9,15(23),16,18,20-octaene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,13-Dithiatetracyclo[13.7.1.16,10.016,21]tetracosa-1(22),6(24),7,9,15(23),16,18,20-octaene
• 化学式: C₂₂H₂₂S₂
• 分子量: 350.549
• InChiKey: QARKNUWVZTUZIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-Bis(2-tosylethyl)benzol 、 1,3-Bis(mercaptomethyl)naphthalene 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以15%的产率得到3,13-Dithiatetracyclo[13.7.1.16,10.016,21]tetracosa-1(22),6(24),7,9,15(23),16,18,20-octaene
  参考文献：
  名称：

  Structural Characterization of Thiocyclophanes That Promote Edge-to-Face Aromatic-Aromatic Geometries

  摘要：

  Several [4.4]thiocyclophanes have been examined in solution and the solid state. These molecules contain two aromatic units, phenyl and/or naphthyl, with linking chains attached meta or para on the phenyl groups, and 1,3 or 1,4 on the naphthyl groups. Most previous studies of cyclophanes containing two aromatic rings have focused on enforcing parallel alignment of those rings. The molecules discussed here, in contrast, were chosen to promote edge-to-face juxtapositions. Crystallographic data confirm that edge-to-face orientations between the linked aromatic groups are available for these cyclophanes, and H-1 NMR data indicate that conformations containing these orientations are populated in solution. These cyclophanes provide spectroscopic references for NMR-based studies of folding in more flexible diphenyl and dinaphthyl compounds.

  DOI：

  10.1021/jo00118a030

文献信息

• Structural Characterization of Thiocyclophanes That Promote Edge-to-Face Aromatic-Aromatic Geometries
  作者：Kurt D. Schladetzky、Tasir S. Haque、Samuel H. Gellman

  DOI：10.1021/jo00118a030

  日期：1995.6

  Several [4.4]thiocyclophanes have been examined in solution and the solid state. These molecules contain two aromatic units, phenyl and/or naphthyl, with linking chains attached meta or para on the phenyl groups, and 1,3 or 1,4 on the naphthyl groups. Most previous studies of cyclophanes containing two aromatic rings have focused on enforcing parallel alignment of those rings. The molecules discussed here, in contrast, were chosen to promote edge-to-face juxtapositions. Crystallographic data confirm that edge-to-face orientations between the linked aromatic groups are available for these cyclophanes, and H-1 NMR data indicate that conformations containing these orientations are populated in solution. These cyclophanes provide spectroscopic references for NMR-based studies of folding in more flexible diphenyl and dinaphthyl compounds.