4-(2-Hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)-1-[[4-[[4-(2-hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)triazol-1-yl]methyl]phenyl]methyl]triazole | 1373943-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 4-(2-Hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)-1-[[4-[[4-(2-hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)triazol-1-yl]methyl]phenyl]methyl]triazole
• 英文别名: 4-(2-hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)-1-[[4-[[4-(2-hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)triazol-1-yl]methyl]phenyl]methyl]triazole
• CAS: 1373943-96-4
• 化学式: C₅₂H₂₈N₆
• 分子量: 736.835
• InChiKey: AXUANHRMDVXGMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  58
• 可旋转键数：
  6
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-二甲苯二叠氮化 、 ethynylcorannulene 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 三乙胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 20.0h， 以90%的产率得到4-(2-Hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)-1-[[4-[[4-(2-hexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaenyl)triazol-1-yl]methyl]phenyl]methyl]triazole
  参考文献：
  名称：

  Efficient preparation and properties of triazole-linked corannulene derivatives

  摘要：

  In this study, we explore the potential of copper(I)-catalyzed cycloaddition reaction between azides and terminal alkynes to prepare corannulene-rich materials. For this purpose, a practical route is established to yield corannulene-based azide building blocks. The newly prepared corannulene-azides are then coupled with known corannulene-alkynes. The chemical yields of the dimerization reactions ranged from 80 to 90%. In this way, a number of triazole-linked corannulene derivatives varying in the geometry, length, and the triazole-content are prepared. These results suggest that alkyne-azide click reaction can serve as a useful synthetic tool in the preparation of corannulene-rich discrete oligomers as well as polymers. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.017

文献信息

• Efficient preparation and properties of triazole-linked corannulene derivatives
  作者：Mihaiela C. Stuparu

  DOI：10.1016/j.tet.2012.03.017

  日期：2012.5

  In this study, we explore the potential of copper(I)-catalyzed cycloaddition reaction between azides and terminal alkynes to prepare corannulene-rich materials. For this purpose, a practical route is established to yield corannulene-based azide building blocks. The newly prepared corannulene-azides are then coupled with known corannulene-alkynes. The chemical yields of the dimerization reactions ranged from 80 to 90%. In this way, a number of triazole-linked corannulene derivatives varying in the geometry, length, and the triazole-content are prepared. These results suggest that alkyne-azide click reaction can serve as a useful synthetic tool in the preparation of corannulene-rich discrete oligomers as well as polymers. (C) 2012 Elsevier Ltd. All rights reserved.