4,6,10,12,16,18,19,20,21-nonaaza-5,11,17-tri-tert-butyl-2,8,14-triselenacalix[3]arene | 1432350-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 4,6,10,12,16,18,19,20,21-nonaaza-5,11,17-tri-tert-butyl-2,8,14-triselenacalix[3]arene
• 英文别名: 5,11,17-Tritert-butyl-2,8,14-triselena-4,6,10,12,16,18,19,20,21-nonazatetracyclo[13.3.1.13,7.19,13]henicosa-1(19),3(21),4,6,9(20),10,12,15,17-nonaene；5,11,17-tritert-butyl-2,8,14-triselena-4,6,10,12,16,18,19,20,21-nonazatetracyclo[13.3.1.13,7.19,13]henicosa-1(19),3(21),4,6,9(20),10,12,15,17-nonaene
• CAS: 1432350-79-2
• 化学式: C₂₁H₂₇N₉Se₃
• 分子量: 642.386
• InChiKey: ARHYGFLVLGWKPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.59
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-叔丁基-4,6-二氯-1,3,5-三嗪 在 sodium hydrogen selenide 作用下， 以 水 、 丙酮 为溶剂， 反应 13.0h， 以72%的产率得到4,6,10,12,16,18,19,20,21-nonaaza-5,11,17-tri-tert-butyl-2,8,14-triselenacalix[3]arene
  参考文献：
  名称：

  Synthetic Protocols towards Selenacalix[3]triazines

  摘要：

  Selenium-bridged heteracalixarenes were synthesized by convenient one-pot SNAr reactions starting from variously 2-substituted 4,6-dichloro-1,3,5-triazine building blocks. Reactions of these precursors with sodium hydroselenide afforded the selenacalix[3]triazines as the only macrocyclic products. Yields of the cyclotrimers were significantly increased by optimization of the macrocyclization conditions, the optimum parameters being dependent on the triazine functionalization pattern. X-ray diffraction studies allowed unambiguous identification of the structures and comparison with the solid-state features of analogous heteracalixarenes.

  DOI：

  10.1055/s-0032-1318265

文献信息

• Selenacalix[3]triazines: Anion Versus Proton Association
  作者：Wim Van Rossom、Joice Thomas、Tatyana G. Terentyeva、Wouter Maes、Wim Dehaen

  DOI：10.1002/ejoc.201201548

  日期：2013.4

  preorganization of three electron deficient triazine rings allows for anions to bind through anion-π interactions, and alignment of the central nitrogen lone pairs and the well-defined size of the macroring enable association with a single proton. Extended UV/Vis titration studies indicated a clear difference in complexation behavior depending on the outer-rim substitution pattern. The host–guest properties

  Selenacalix[3]triazines 是一种在杂芳基成分之间具有直接 Se 键的环三聚元环芳烃，被证明与各种客体物种相关联。三个缺电子三嗪环的预组织允许阴离子通过阴离子-π 相互作用结合，并且中心氮孤对的排列和大环的明确定义的大小能够与单个质子结合。扩展的 UV/Vis 滴定研究表明，根据外缘替代模式，络合行为存在明显差异。发现类似的硒和硫杯[3]三嗪的主客体特性明显不同。
• Synthetic Protocols towards Selenacalix[3]triazines
  作者：Wim Dehaen、Joice Thomas、Wim Van Rossom、Kristof Van Hecke、Luc Van Meervelt、Mario Smet

  DOI：10.1055/s-0032-1318265

  日期：——

  Selenium-bridged heteracalixarenes were synthesized by convenient one-pot SNAr reactions starting from variously 2-substituted 4,6-dichloro-1,3,5-triazine building blocks. Reactions of these precursors with sodium hydroselenide afforded the selenacalix[3]triazines as the only macrocyclic products. Yields of the cyclotrimers were significantly increased by optimization of the macrocyclization conditions, the optimum parameters being dependent on the triazine functionalization pattern. X-ray diffraction studies allowed unambiguous identification of the structures and comparison with the solid-state features of analogous heteracalixarenes.