2,11,20,29-tetrathia[3.3](1,3)(1,3)[3.3](4,6)(1,3)[3.3](4,6)(4,6)benzeno[3]phane

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2,11,20,29-tetrathia[3.3](1,3)(1,3)[3.3](4,6)(1,3)[3.3](4,6)(4,6)benzeno[3]phane
• 英文别名: 3,8,14,19-Tetrathiaheptacyclo[19.11.1.15,17.16,16.122,32.010,28.012,26]hexatriaconta-1(33),5(35),6(36),10,12(26),16,21,27,32(34)-nonaene
• 化学式: C₃₂H₃₄S₄
• 分子量: 546.886
• InChiKey: DIAHFIYKVXHCAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三环[11.3.1.15,9]十八碳-1(17),5(18),6,8,13,15-己烯 在 sodium hydroxide 、 氢溴酸 、 溴棕三甲铵 、 caesium carbonate 作用下， 以 乙醇 、 溶剂黄146 、 苯 为溶剂， 反应 15.0h， 生成 2,11,20,29-tetrathia[3.3](1,3)(1,3)[3.3](4,6)(1,3)[3.3](4,6)(4,6)benzeno[3]phane
  参考文献：
  名称：

  From four-fold functionalised [3.3]cyclophanes to belt-shaped and multibridged molecules

  摘要：

  Reaction of the four-fold functionalised cyclophane 7 with tetrafunctionalised aromatic building blocks such as 9 and 10 afforded the new belt-shaped molecules 3 and 4, respectively, The new four-fold bridged cyclophane 8 was synthesised by cyclisation of 7 with tosylamide monosodium salt, The macropolycycle 5, the structure of which has been confirmed by single crystal X-ray analysis, was obtained by cyclisation of the first tetrafunctionalised biphenylophane 15 with the tetrathiol 16, The constitution and conformation of compounds 3, 5 and 8 were examined by VT-NMR studies and HH-NOE experiments, Crystallisation of 8 from two different solvents leads to guest-dependent conformational changes revealed by X-ray analysis, The results described demonstrate that molecular belts and tubes of different type and size are accessible by varying the building blocks within our synthetic strategy.

  DOI：

  10.1039/p19960002061

文献信息

• From four-fold functionalised [3.3]cyclophanes to belt-shaped and multibridged molecules
  作者：Stefan Breidenbach、Jörg Harren、Susanne Neumann、Martin Nieger、Kari Rissanen、Fritz Vögtle

  DOI：10.1039/p19960002061

  日期：——

  Reaction of the four-fold functionalised cyclophane 7 with tetrafunctionalised aromatic building blocks such as 9 and 10 afforded the new belt-shaped molecules 3 and 4, respectively, The new four-fold bridged cyclophane 8 was synthesised by cyclisation of 7 with tosylamide monosodium salt, The macropolycycle 5, the structure of which has been confirmed by single crystal X-ray analysis, was obtained by cyclisation of the first tetrafunctionalised biphenylophane 15 with the tetrathiol 16, The constitution and conformation of compounds 3, 5 and 8 were examined by VT-NMR studies and HH-NOE experiments, Crystallisation of 8 from two different solvents leads to guest-dependent conformational changes revealed by X-ray analysis, The results described demonstrate that molecular belts and tubes of different type and size are accessible by varying the building blocks within our synthetic strategy.