5,7,14,16-tetrakis(ethoxycarbonyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane | 140410-13-5

• 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: 5,7,14,16-tetrakis(ethoxycarbonyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane
• 英文别名: 5,7,14,16-Tetrakis(ethoxycarbonyl)-2,11-bis(p-tolylsulfonyl)-2,11-diaza<3.3>metacyclophan；5,7,14,16-Tetrakis(ethoxycarbonyl)-2,11-ditosyl-2,11-diaza<3.3>metacyclophan；Tetraethyl 3,11-bis-(4-methylphenyl)sulfonyl-3,11-diazatricyclo[11.3.1.15,9]octadeca-1(17),5(18),6,8,13,15-hexaene-6,8,14,16-tetracarboxylate
• CAS: 140410-13-5
• 化学式: C₄₂H₄₆N₂O₁₂S₂
• 分子量: 834.965
• InChiKey: KENCZKICCZEYER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  58
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  197
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  5,7,14,16-tetrakis(ethoxycarbonyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 氢溴酸 、 硫脲 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 生成 5,7,14,16-Tetrakis(mercaptomethyl)-2,11-bis(p-tolylsulfonyl)-2,11-diaza<3.3>metacyclophan
  参考文献：
  名称：

  Schroeder, Axel; Karbach, Detlef; Guether, Ralf, Chemische Berichte, 1992, vol. 125, # 8, p. 1881 - 1888

  摘要：

  DOI：
• 作为产物：
  描述：

  4,6-二甲基间苯二甲酸 在 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 偶氮二异丁腈 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 5,7,14,16-tetrakis(ethoxycarbonyl)-2,11-bis(4-tolylsulfonyl)-2,11-diaza<3.3>metacyclophane
  参考文献：
  名称：

  Schroeder, Axel; Karbach, Detlef; Guether, Ralf, Chemische Berichte, 1992, vol. 125, # 8, p. 1881 - 1888

  摘要：

  DOI：

文献信息

• An iterative synthetic approach to nanometre-scale molecular ribbons
  作者：Stefan Breidenbach、Stefan Ohren、Martin Nieger、Fritz Vögtle

  DOI：10.1039/c39950001237

  日期：——

  The hitherto longest molecular ribbons (4–6), composed of several [3.3]metacyclophane units, are synthesized using a new iterative synthetic strategy, up to a length of seven fourfold-bridged benzene rings, and it is proved by X-ray crystal structural analyses and 1H NMR spectroscopy that these molecules form meander-type folded syn conformations leading to multiple π-staples.

  通过 X 射线晶体结构分析和 1H NMR 光谱分析证明，这些分子形成了蜿蜒型折叠合成构象，导致多个 π-带。
• Broad Molecular Ribbons of Nanometer Size Composed of Biphenyl Units
  作者：Wolfgang Boomgaarden、Fritz Vögtle、Martin Nieger、Heike Hupfer

  DOI：10.1002/(sici)1521-3765(19990104)5:1<345::aid-chem345>3.0.co;2-t

  日期：1999.1.4

  The new tetrafunctionalized biphenyl key building blocks 16 and 39 led, for the first time, to the hitherto broadest molecular ribbons that contain biphenyl units in a transverse arrangement by iterative synthetic methods. The length and breadth of the molecular ribbons, as single chemical entities, are diversified. They can be used as cyclization precursors in the synthesis of long molecular tubes of type 2 with a large diameter. The solubility and the host-guest behavior (clathrate formation with benzene, dimethylformamide, and dichloromethane) of these nanometer-size molecular ribbons were optimized by the introduction of various side chains (benzenesulfonamide, 4-toluenesulfonamide, and 4-terf-butylbenzenesulfonamide groups) into the skeleton of the ribbons. New 14-, 15-, and 16-membered model ring systems (compounds 20a, 22a, and 24 respectively) were synthesized in order to examine the constitution of the 16-membered diaza[3.3]-phane 18a. Nanometer-size tube-shaped molecules 7a, 7b and 8 were obtained by cyclization of tetrafunctionalized molecular ribbons with the biphenyl building block. The constitution and conformation of the molecular ribbons and belts were proven by NOE experiments and X-ray analyses.
• Josten, Wolfgang; Karbach, Detlef; Nieger, Martin, Chemische Berichte, 1994, vol. 127, # 4, p. 767 - 778
  作者：Josten, Wolfgang、Karbach, Detlef、Nieger, Martin、Voegtle, Fritz、Haegele, Klaus、et al.

  DOI：——

  日期：——
• Breidenbach, Stefan; Ohren, Stefan; Voegtle, Fritz, Chemistry - A European Journal, 1996, vol. 2, # 7, p. 832 - 837
  作者：Breidenbach, Stefan、Ohren, Stefan、Voegtle, Fritz

  DOI：——

  日期：——
• VOGTLE, FRITZ;SCHRODER, AXEL;KARBACH, DETLEF, ANGEW. CHEM., 103,(1991) N, C. 582-584
  作者：VOGTLE, FRITZ、SCHRODER, AXEL、KARBACH, DETLEF

  DOI：——

  日期：——