10,13,30,33-tetraoxa-7,16,27,36,41,42,43,44-octaazapentacyclo[35.3.1.1(2,6).1(17,21).1(22,26)]tetraconta-1(41),2(44),3,5,17(43),18,20,22(42),23,25,37,39-dodecaene | 1224572-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 10,13,30,33-tetraoxa-7,16,27,36,41,42,43,44-octaazapentacyclo[35.3.1.1(2,6).1(17,21).1(22,26)]tetraconta-1(41),2(44),3,5,17(43),18,20,22(42),23,25,37,39-dodecaene
• CAS: 1224572-85-3
• 化学式: C₃₂H₄₀N₈O₄
• 分子量: 600.721
• InChiKey: BXCRQGOIGKWCGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  44.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  136.6
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  6,6'-二溴-2,2'-联吡啶 、 N6,N6'-bis(2-(2-(2-aminoethoxy)ethoxy)ethyl)-2,2'-bipyridine-6,6'-diamine 在 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.0h， 以8%的产率得到10,13,30,33-tetraoxa-7,16,27,36,41,42,43,44-octaazapentacyclo[35.3.1.1(2,6).1(17,21).1(22,26)]tetraconta-1(41),2(44),3,5,17(43),18,20,22(42),23,25,37,39-dodecaene
  参考文献：
  名称：

  Synthesis of Polyazamacrocycles Comprising 6,6’-Diamino-2,2’-bipyridine Moieties via Pd-Catalyzed Amination

  摘要：

  Pd-catalyzed amination of 6,6'-dibromo-2,2'-bipyridine with a variety of di-, tri-, tetraamines and oxadiamines was carried out for the synthesis of a new class of polyazamacrocycles comprising a 6,6'-diamino-2,2'-bipyridine unit. The obtained results of the catalytic amination reaction were shown to be dramatically dependent on the nature of the amines, mainly on the length of the amine chain. The shortest propane-1,3-diamine and butane-1,4-diamine derivatives provided only cyclic dimers whereas the longest di- and trioxadiamines gave desired macrocycles in very good yields. The formation of cyclic oligomers was observed in all cases. Different reaction conditions leading to cyclic dimers were explored.

  DOI：

  10.3987/com-09-s(s)68