4-[[3,5-Bis(azidomethyl)phenoxy]methyl]-1-[2-[2-[2-[4-[[3,5-bis(azidomethyl)phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethyl]triazole | 859857-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[[3,5-Bis(azidomethyl)phenoxy]methyl]-1-[2-[2-[2-[4-[[3,5-bis(azidomethyl)phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethyl]triazole
• 英文别名: 4-[[3,5-bis(azidomethyl)phenoxy]methyl]-1-[2-[2-[2-[4-[[3,5-bis(azidomethyl)phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethyl]triazole
• CAS: 859857-56-0
• 化学式: C₂₈H₃₂N₁₈O₄
• 分子量: 684.68
• InChiKey: JBTFLDNVSNQMPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  50
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  156
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1-propargyloxybenzene-3,5-dimethanol 、 4-[[3,5-Bis(azidomethyl)phenoxy]methyl]-1-[2-[2-[2-[4-[[3,5-bis(azidomethyl)phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethyl]triazole 在 copper(II) sulfate 作用下， 以 乙醇 、 水 、 二甲基亚砜 为溶剂， 反应 24.0h， 以91%的产率得到
  参考文献：
  名称：

  Dendrimers Clicked Together Divergently

  摘要：

  Dendrimers containing 1,4-triazole linkages between each generation were grown divergently via the Click chemistry inspired Huisgen 1,3-dipolar cycloaddition reaction in the presence of a Cu(I) catalyst. The monomeric unit (1-propargylbenzene-3,5-dimethanol) contained the alkyne functionality, while the core (1,2-bis(2-azidoethoxy)ethane) and growing dendrimers presented the azide groups necessary for this type of Click reaction. The first generation dendrimer was also functionalized with alkyne termini to demonstrate an alternative pathway allowed by this chemistry. Synthesis and characterization, with infrared (IR), H-1 and C-13 NMR spectroscopies, high-resolution mass spectrometry, gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA), are reported for these divergently grown dendrimers.

  DOI：

  10.1021/ma050302r
• 作为产物：
  描述：

  5-羟基间苯二甲酸二甲酯 在 lithium aluminium tetrahydride 、 氯化亚砜 、 sodium azide 、 18-冠醚-6 、 potassium carbonate 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 丙酮 、 叔丁醇 为溶剂， 反应 77.0h， 生成 4-[[3,5-Bis(azidomethyl)phenoxy]methyl]-1-[2-[2-[2-[4-[[3,5-bis(azidomethyl)phenoxy]methyl]triazol-1-yl]ethoxy]ethoxy]ethyl]triazole
  参考文献：
  名称：

  Dendrimers Clicked Together Divergently

  摘要：

  Dendrimers containing 1,4-triazole linkages between each generation were grown divergently via the Click chemistry inspired Huisgen 1,3-dipolar cycloaddition reaction in the presence of a Cu(I) catalyst. The monomeric unit (1-propargylbenzene-3,5-dimethanol) contained the alkyne functionality, while the core (1,2-bis(2-azidoethoxy)ethane) and growing dendrimers presented the azide groups necessary for this type of Click reaction. The first generation dendrimer was also functionalized with alkyne termini to demonstrate an alternative pathway allowed by this chemistry. Synthesis and characterization, with infrared (IR), H-1 and C-13 NMR spectroscopies, high-resolution mass spectrometry, gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA), are reported for these divergently grown dendrimers.

  DOI：

  10.1021/ma050302r

文献信息

• Dendrimers Clicked Together Divergently
  作者：Maisie J. Joralemon、Rachel K. O'Reilly、John B. Matson、Anne K. Nugent、Craig J. Hawker、Karen L. Wooley

  DOI：10.1021/ma050302r

  日期：2005.6.1

  Dendrimers containing 1,4-triazole linkages between each generation were grown divergently via the Click chemistry inspired Huisgen 1,3-dipolar cycloaddition reaction in the presence of a Cu(I) catalyst. The monomeric unit (1-propargylbenzene-3,5-dimethanol) contained the alkyne functionality, while the core (1,2-bis(2-azidoethoxy)ethane) and growing dendrimers presented the azide groups necessary for this type of Click reaction. The first generation dendrimer was also functionalized with alkyne termini to demonstrate an alternative pathway allowed by this chemistry. Synthesis and characterization, with infrared (IR), H-1 and C-13 NMR spectroscopies, high-resolution mass spectrometry, gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA), are reported for these divergently grown dendrimers.