11,14,17-trioxa-1,5,7,21,23,27,30,35-octatetracyclo[25.5.5.2^3,6.2^22,25]hentetraconta-3,5,22,24,38,40-hexaene

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 11,14,17-trioxa-1,5,7,21,23,27,30,35-octatetracyclo[25.5.5.2^3,6.2^22,25]hentetraconta-3,5,22,24,38,40-hexaene
• 英文别名: 11,14,17-Trioxa-1,5,7,21,23,27,30,35-octazatetracyclo[25.5.5.23,6.222,25]hentetraconta-3,5,22,24,38,40-hexaene；11,14,17-trioxa-1,5,7,21,23,27,30,35-octazatetracyclo[25.5.5.23,6.222,25]hentetraconta-3,5,22,24,38,40-hexaene
• 化学式: C₃₀H₅₀N₈O₃
• 分子量: 570.779
• InChiKey: AQROOLCEBFHBCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  41
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  108
• 氢给体数：
  4
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  2-氯-5-氯甲基吡啶 在 sodium iodide 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 156.03h， 生成 11,14,17-trioxa-1,5,7,21,23,27,30,35-octatetracyclo[25.5.5.2^3,6.2^22,25]hentetraconta-3,5,22,24,38,40-hexaene
  参考文献：
  名称：

  钯催化胺化合成含有Cyclen、Cyclam和吡啶部分的大环化合物

  摘要：

  Palladium-catalyzed amination was successfully applied to the synthesis of macrobicyclic cryptands comprising cyclen or cyclam and pyridine moieties. Starting bis(halopyridylmethyl) substituted cyclen and cyclam were obtained from protected tetraazamacrocycles in good yields and introduced in the catalytic macrocyclization reactions with a number of polyamines and oxadiamines to give target macrobicycles. The yields of macrobicyclic cryptands were shown to be dependent on the cavity size of starting tetraazamacrocycle, on the nature of halogen atom and substitution pattern in the starting compounds, and on the nature of di- and polyamines. The best yields reached 33%.

  DOI：

  10.3987/com-12-s(n)88

文献信息

• Palladium-Catalyzed Amination in the Synthesis of Macrobicycles Incorporating Cyclen, Cyclam and Pyridine Moieties
  作者：Irina P. Beletskaya、Alexei D. Averin、Kanat S. Tyutenov、Anton V. Shukhaev、Sergei M. Kobelev、Alexei K. Buryak、Franck Denat、Roger Guilard

  DOI：10.3987/com-12-s(n)88

  日期：——

  Palladium-catalyzed amination was successfully applied to the synthesis of macrobicyclic cryptands comprising cyclen or cyclam and pyridine moieties. Starting bis(halopyridylmethyl) substituted cyclen and cyclam were obtained from protected tetraazamacrocycles in good yields and introduced in the catalytic macrocyclization reactions with a number of polyamines and oxadiamines to give target macrobicycles. The yields of macrobicyclic cryptands were shown to be dependent on the cavity size of starting tetraazamacrocycle, on the nature of halogen atom and substitution pattern in the starting compounds, and on the nature of di- and polyamines. The best yields reached 33%.