2,5,9,12-tetraazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene | 1000269-67-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,5,9,12-tetraazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene
• 英文别名: 2,5,9,12-tetraazabicyclo[11.3.1]heptadeca-1(17),13,15-triene；2,5,9,12-tetrazabicyclo[11.3.1]heptadeca-1(17),13,15-triene
• CAS: 1000269-67-9
• 化学式: C₁₃H₂₂N₄
• 分子量: 234.344
• InChiKey: NUWGGTFAJBJATB-UHFFFAOYSA-N

物化性质

• 沸点：
  429.1±45.0 °C(Predicted)
• 密度：
  0.958±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  48.1
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-二(2-氨乙基)-1,3-丙二胺 、 1,3-二溴苯 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 54.0h， 以39%的产率得到2,5,9,12-tetraazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene
  参考文献：
  名称：

  Application of Pd-catalysed amines arylation for the synthesis of benzopolyazamacrocycles

  摘要：

  Amination of 1,2- or 1,3-dihalobenzenes by linear polyamines in the presence of Pd(dba)(2)/BINAP catalytic system can serve as a convenient one-pot procedure for the synthesis of benzopolyazamacrocycles. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02841-1

文献信息

• Palladium-Catalyzed Amination in the Synthesis of Polyazamacrocycles Containing a 1,3-Disubstituted Benzene Moiety
  作者：Alexei Averin、Irina Beletskaya、Anton Shukhaev、Svetlana Golub、Alexei Buryak

  DOI：10.1055/s-2007-990779

  日期：2007.10

  The synthesis of a new family of polyaza- and polyoxa­polyazamacrocycles by a simple and efficient one-pot palladium-catalyzed diamination of 1,3-dibromobenzene is described. The dependence of the nature of the starting polyamines on the yield of the products is demonstrated. The synthesis of N α ,N ω -bis(3-bromophenyl)-substituted polyamines is elaborated to obtain intermediates for the synthesis of polyazamacrocycles consisting of two polyamine and two benzene fragments (cyclodimers). The formation of tri- and tetraarylated polyamines is studied and regularities of the process are established. The synthesis of 1,3-bis(polyamino)-substituted benzenes is also described.

  本文介绍了通过简单高效的钯催化 1,3-二溴苯二胺化一锅法合成一系列新的多氮杂环和多氧杂氮杂环的过程。证明了起始多胺的性质对产物产量的影响。详细阐述了 N δ±,N Ï -双（3-溴苯基）取代多胺的合成，以获得合成由两个多胺和两个苯片段（环二聚体）组成的多氮杂环的中间体。研究了三芳基化和四芳基化多胺的形成，并确定了这一过程的规律性。此外，还介绍了 1,3-双（多氨基）取代苯的合成。
• Application of Pd-catalysed amines arylation for the synthesis of benzopolyazamacrocycles
  作者：Irina P. Beletskaya、Alexei D. Averin、Anatolii A. Borisenko、Franck Denat、Roger Guilard

  DOI：10.1016/s0040-4039(02)02841-1

  日期：2003.2

  Amination of 1,2- or 1,3-dihalobenzenes by linear polyamines in the presence of Pd(dba)(2)/BINAP catalytic system can serve as a convenient one-pot procedure for the synthesis of benzopolyazamacrocycles. (C) 2003 Elsevier Science Ltd. All rights reserved.