octyl 5-N-acetylamino-2-[3,3-diethyl-1-triazenyl]-4-ethynyl benzoate | 680620-86-4

• 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: octyl 5-N-acetylamino-2-[3,3-diethyl-1-triazenyl]-4-ethynyl benzoate
• 英文别名: Octyl 5-acetamido-2-(diethylaminodiazenyl)-4-ethynylbenzoate；octyl 5-acetamido-2-(diethylaminodiazenyl)-4-ethynylbenzoate
• CAS: 680620-86-4
• 化学式: C₂₃H₃₄N₄O₃
• 分子量: 414.548
• InChiKey: TYIRCHKAETWJFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  octyl 5-N-acetylamino-2-[3,3-diethyl-1-triazenyl]-4-ethynyl benzoate 在 三乙胺 copper(l) iodide 、 potassium carbonate 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 碘甲烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 53.17h， 生成 Octyl 5-acetamido-2-[2-(2-acetamido-5-iodo-4-octoxycarbonylphenyl)ethynyl]-4-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxycarbonyl]phenyl]ethynyl]benzoate
  参考文献：
  名称：

  Backbone-Rigidified Oligo(m-phenylene ethynylenes)

  摘要：

  Oligo(m-phenylene ethynylenes) (oligo(m-PE)) with backbones rigidified by intramolecular hydrogen bonds were found to fold into well-defined conformations. The localized intramolecular hydrogen bond involves a donor and an acceptor from two adjacent benzene rings, respectively, which enforces globally folded conformations on these oligomers. Oligomers with two to seven residues have been synthesized and characterized. The persistence of the intramolecular hydrogen bonds and the corresponding curved conformations were established by ab initio and molecular mechanics calculations, 1D and 2D H-1 NMR spectroscopy, and UV spectroscopy. Pentamer 5, hexamer 6, and heptamer 7 adopt well-defined helical conformations. Such a backbone-based conformational programming should lead to molecules whose conformations are resilient toward structural variation of the side groups. These m-PE oligomers have provided a new approach for achieving folded unnatural oligonners; under conditions that are otherwise unfavorable for previously described, solvent-driven folding of m-PE foldamers. Stably folded structures based on the design principle described here can be developed and may find important applications.

  DOI：

  10.1021/ja039416d
• 作为产物：
  描述：

  methyl 5-N-acetylamino-4-iodo-2-[3,3-diethyl-1-triazenyl] benzoate 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 60.58h， 生成 octyl 5-N-acetylamino-2-[3,3-diethyl-1-triazenyl]-4-ethynyl benzoate
  参考文献：
  名称：

  Backbone-Rigidified Oligo(m-phenylene ethynylenes)

  摘要：

  Oligo(m-phenylene ethynylenes) (oligo(m-PE)) with backbones rigidified by intramolecular hydrogen bonds were found to fold into well-defined conformations. The localized intramolecular hydrogen bond involves a donor and an acceptor from two adjacent benzene rings, respectively, which enforces globally folded conformations on these oligomers. Oligomers with two to seven residues have been synthesized and characterized. The persistence of the intramolecular hydrogen bonds and the corresponding curved conformations were established by ab initio and molecular mechanics calculations, 1D and 2D H-1 NMR spectroscopy, and UV spectroscopy. Pentamer 5, hexamer 6, and heptamer 7 adopt well-defined helical conformations. Such a backbone-based conformational programming should lead to molecules whose conformations are resilient toward structural variation of the side groups. These m-PE oligomers have provided a new approach for achieving folded unnatural oligonners; under conditions that are otherwise unfavorable for previously described, solvent-driven folding of m-PE foldamers. Stably folded structures based on the design principle described here can be developed and may find important applications.

  DOI：

  10.1021/ja039416d

文献信息

• Backbone-Rigidified Oligo(<i>m</i>-phenylene ethynylenes)
  作者：Xiaowu Yang、Lihua Yuan、Kazuhiro Yamato、Amy L. Brown、Wen Feng、Mako Furukawa、Xiao Cheng Zeng、Bing Gong

  DOI：10.1021/ja039416d

  日期：2004.3.1

  Oligo(m-phenylene ethynylenes) (oligo(m-PE)) with backbones rigidified by intramolecular hydrogen bonds were found to fold into well-defined conformations. The localized intramolecular hydrogen bond involves a donor and an acceptor from two adjacent benzene rings, respectively, which enforces globally folded conformations on these oligomers. Oligomers with two to seven residues have been synthesized and characterized. The persistence of the intramolecular hydrogen bonds and the corresponding curved conformations were established by ab initio and molecular mechanics calculations, 1D and 2D H-1 NMR spectroscopy, and UV spectroscopy. Pentamer 5, hexamer 6, and heptamer 7 adopt well-defined helical conformations. Such a backbone-based conformational programming should lead to molecules whose conformations are resilient toward structural variation of the side groups. These m-PE oligomers have provided a new approach for achieving folded unnatural oligonners; under conditions that are otherwise unfavorable for previously described, solvent-driven folding of m-PE foldamers. Stably folded structures based on the design principle described here can be developed and may find important applications.