N,N-dibutyl-4-[8-[4-(dibutylamino)-2-ethynylphenyl]octa-1,3,5,7-tetraynyl]-3-ethynylaniline | 547735-41-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-dibutyl-4-[8-[4-(dibutylamino)-2-ethynylphenyl]octa-1,3,5,7-tetraynyl]-3-ethynylaniline
• CAS: 547735-41-1
• 化学式: C₄₀H₄₄N₂
• 分子量: 552.803
• InChiKey: JJPLNZIWBWAIRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  42
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对溴碘苯 、 N,N-dibutyl-4-[8-[4-(dibutylamino)-2-ethynylphenyl]octa-1,3,5,7-tetraynyl]-3-ethynylaniline 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 二(氰基苯)二氯化钯 、 三叔丁基膦 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 以4%的产率得到6-N,6-N,21-N,21-N,34-N,34-N,49-N,49-N-octabutylheptacyclo[52.2.2.226,29.04,9.018,23.032,37.046,51]hexaconta-1,2,3,5,7,9,10,11,12,13,14,15,16,17,19,21,23,24,25,27,29,30,31,33,35,37,38,39,40,41,42,43,44,45,47,49,51,52,53,55,57,59-dotetracontaene-6,21,34,49-tetramine
  参考文献：
  名称：

  Molecular Folding of C60 Acetylenic Cyclophanes:  π-Stacking of Superimposed Aromatic Rings

  摘要：

  [GRAPHIC]The syntheses of two distinct families of phenylyne helical cyclophanes with potential for organic materials are described. The meta-bonded atropisomers afford interesting bowtie-like and butterfly-like conformers from a palladium(0), copper-mediated coupling sequence. Molecular modeling revealed the contrasting stereochemistry in these systems from differential molecular folding pathways during cyclization. The interplanar separation of the superimposed aromatic rings is similar to3.5 Angstrom.

  DOI：

  10.1021/ol0345576
• 作为产物：
  描述：

  N,N-dibutyl-4-iodo-3-[(triisopropylsilyl)ethynyl]aniline 在 吡啶 、 正丁基锂 、 copper diacetate 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 72.28h， 生成 N,N-dibutyl-4-[8-[4-(dibutylamino)-2-ethynylphenyl]octa-1,3,5,7-tetraynyl]-3-ethynylaniline
  参考文献：
  名称：

  Molecular Folding of C60 Acetylenic Cyclophanes:  π-Stacking of Superimposed Aromatic Rings

  摘要：

  [GRAPHIC]The syntheses of two distinct families of phenylyne helical cyclophanes with potential for organic materials are described. The meta-bonded atropisomers afford interesting bowtie-like and butterfly-like conformers from a palladium(0), copper-mediated coupling sequence. Molecular modeling revealed the contrasting stereochemistry in these systems from differential molecular folding pathways during cyclization. The interplanar separation of the superimposed aromatic rings is similar to3.5 Angstrom.

  DOI：

  10.1021/ol0345576

文献信息

• Molecular Folding of C60 Acetylenic Cyclophanes:  π-Stacking of Superimposed Aromatic Rings
  作者：Matthew A. Heuft、Shawn K. Collins、Alex G. Fallis

  DOI：10.1021/ol0345576

  日期：2003.5.1

  [GRAPHIC]The syntheses of two distinct families of phenylyne helical cyclophanes with potential for organic materials are described. The meta-bonded atropisomers afford interesting bowtie-like and butterfly-like conformers from a palladium(0), copper-mediated coupling sequence. Molecular modeling revealed the contrasting stereochemistry in these systems from differential molecular folding pathways during cyclization. The interplanar separation of the superimposed aromatic rings is similar to3.5 Angstrom.