6,12,21,27-tetrakis(hydroxymethyl)-2,17-bis(4-tolylsulfonyl)-2,17-diaza-[3.3](3,3')(3,3')biphenylophane | 181021-71-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6,12,21,27-tetrakis(hydroxymethyl)-2,17-bis(4-tolylsulfonyl)-2,17-diaza-[3.3](3,3')(3,3')biphenylophane
• 英文别名: [12,17,25-Tris(hydroxymethyl)-8,21-bis-(4-methylphenyl)sulfonyl-8,21-diazapentacyclo[21.3.1.12,6.110,14.115,19]triaconta-1(27),2(30),3,5,10,12,14(29),15(28),16,18,23,25-dodecaen-4-yl]methanol
• CAS: 181021-71-6
• 化学式: C₄₆H₄₆N₂O₈S₂
• 分子量: 819.012
• InChiKey: YLAQLTRYYZHWPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  58
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  172
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6,12,21,27-tetrakis(hydroxymethyl)-2,17-bis(4-tolylsulfonyl)-2,17-diaza-[3.3](3,3')(3,3')biphenylophane 在 sodium hydroxide 、 三溴化磷 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 8.0h， 生成 2,17-bis(4-tolylsulfonyl)-2,17-diaza-32,47,50,53-tetrathia[3.3](3,3')(3,3')[3.3](5,5')(3,5)[3.3](3',5')(5,5')biphenylo[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
• 作为产物：
  描述：

  sodium p-toluenesulfonamide 在 锂硼氢 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 6,12,21,27-tetrakis(hydroxymethyl)-2,17-bis(4-tolylsulfonyl)-2,17-diaza-[3.3](3,3')(3,3')biphenylophane
  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.