3,3'-bis(N,N-dimethylamino)-6,6'-bis(pyridin-2-yl)-5,5'-bi-1,2,4-triazine | 1240525-87-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,3'-bis(N,N-dimethylamino)-6,6'-bis(pyridin-2-yl)-5,5'-bi-1,2,4-triazine
• CAS: 1240525-87-4
• 化学式: C₂₀H₂₀N₁₀
• 分子量: 400.446
• InChiKey: MTTISFWSRLQMBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  109.6
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  6,6′-dibromo-3,3′-bis(dimethylamino)-5,5′-bi-1,2,4-triazine 、 三正丁基2-吡啶基锌 在 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以51%的产率得到3,3'-bis(N,N-dimethylamino)-6,6'-bis(pyridin-2-yl)-5,5'-bi-1,2,4-triazine
  参考文献：
  名称：

  Structural characterization of 6,6′-bis(substituted)-5,5′-bi-1,2,4-triazines as potential N-heterocyclic ligands for the extraction of nuclear waste

  摘要：

  Novel disubstituted 5,5'-bi-1,2,4-triazines bearing pyridine (1), furan (2) and thiophene (3) rings at 6 and 6'-positions of the parent bitriazine were prepared as potential extractants of nuclear waste. The compounds were easily obtained by Stille coupling starting from 6,6'-bisbromo-3,3'-bis(N,N-dimethylamine)-5,5'-bi-1,2,4-triazine and the corresponding tin reagents. The molecular and crystal structures of the ligands 1-3 were determined by the X-ray analysis. The X-ray investigations show different conformations of the molecules described as gauche-gauche-gauche for 1 and gauche-cis-cis for 2 and 3. Each of the molecules resides on a twofold axis that passes through the middle of the central C5-05' bond. The molecular packing in 1 is influenced by the pi center dot center dot center dot pi and weak C-H center dot center dot center dot pi interactions. The crystal structures of 2 and 3 are governed by a combination of a weak C-H center dot center dot center dot N hydrogen bonds and C-H center dot center dot center dot pi interactions. Theoretical calculations using semi-empirical AM1 and DET/B3LYP/6-311++G(d,p) ab initio methods were carried out to find correlation between conformational and electronic parameters of the molecules and their preferences to metal ions complexations. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.06.023