N-(3-ethynyl-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-2,2,2-trifluoroacetamide | 936844-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-ethynyl-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-2,2,2-trifluoroacetamide
• CAS: 936844-12-1
• 化学式: C₁₇H₂₀F₃NO₅
• 分子量: 375.345
• InChiKey: IKVNETIESZSNHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66.02
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-2,2,2-trifluoroacetamide 、 N-(3-ethynyl-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-2,2,2-trifluoroacetamide 在 Pd(I) dimer pre-catalyst 二异丙胺 、 zinc dibromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Programmed Dynamic Covalent Assembly of Unsymmetrical Macrocycles

  摘要：

  Unsymmetrical shape-persistent macrocycles have been prepared from diphenylacetylene monomers using imine formation and metathesis. A sequence-directed approach, in which each monomer is uniquely labeled by its N-donor/C-donor sequence, has been used to control the self-assembly and makes possible an added level of complexity in the final structures. To illustrate the potential of this strategy, a series of macrocycles with different side-chain substitution patterns have been prepared, including monofunctionalized and Janus-type structures. We believe this to be the first example of sequence control of dynamic covalent self-assembly and that it will enable the fully covalent synthesis of more complex nanostructures.

  DOI：

  10.1021/ja0745963
• 作为产物：
  描述：

  三甘醇单甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 吡啶 、 氢氧化钾 、 四丁基氟化铵 、 三乙胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 6.08h， 生成 N-(3-ethynyl-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Covalent Assembly of Molecular Ladders

  摘要：

  [n]-Rung molecular ladders (n = 3-6) have been prepared by reacting discrete, complimentary m-phenylene ethynylene oligomers using imine formation/exchange. The nanostructures, which in the largest case measure approximately 1.6 x 6.2 nm, have been characterized by MALDI mass spectrometry and gel permeation chromatography. Although the ladder structure is a significant component in each case, the formation of higher molecular weight byproducts becomes more pronounced as the length increases. These structures represent an important first step toward the synthesis of larger, more sophisticated two-dimensional molecular grids.

  DOI：

  10.1021/ja0690013