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

• 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: 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
• 英文别名: 3,27-Bis-(4-methylphenyl)sulfonyl-11,19,35,43-tetrathia-3,27-diazadecacyclo[43.3.1.15,9.113,17.121,25.129,33.137,41.07,23.015,39.031,47]tetrapentaconta-1(49),5(54),6,8,13(53),14,16,21,23,25(52),29(51),30,32,37,39,41(50),45,47-octadecaene
• 化学式: C₆₂H₅₆N₂O₄S₆
• 分子量: 1085.53
• InChiKey: FGCOUFVOPBFYKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  74
• 可旋转键数：
  4
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  193
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  sodium p-toluenesulfonamide 在 sodium hydroxide 、 锂硼氢 、 三溴化磷 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 17.0h， 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

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.