4-tert-butyl-[(3-pyridyl)-carbamoyl-methoxy]benzene | 897814-02-7

• 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: 4-tert-butyl-[(3-pyridyl)-carbamoyl-methoxy]benzene
• 英文别名: 2-(4-tert-butylphenoxy)-N-pyridin-3-ylacetamide
• CAS: 897814-02-7
• 化学式: C₁₇H₂₀N₂O₂
• 分子量: 284.358
• InChiKey: PYJWUKASVARMFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基吡啶 、 4-叔-丁基苯氧基乙酸 以 四氢呋喃 为溶剂， 反应 24.0h， 以92%的产率得到4-tert-butyl-[(3-pyridyl)-carbamoyl-methoxy]benzene
  参考文献：
  名称：

  The influence of isomerism on the self-assembly behavior and complexation property of 1,3-alternate tetraaminopyridyl-thiacalix[4]arene derivatives

  摘要：

  A series of 1,3-alternate conformation thiacalix[4]arenes containing different isomeric aminopyridyl pendent arms have been synthesized. It was found that their self-assembly behaviors and complexation properties strongly depended on the structures of aminopyridyl pendent arms. The crystal structures demonstrate that tetra(meta-aminopyridyl)-thiacalix[4]arene motif is capable of forming intramolecular hydrogen bondings between the sp(2) nitrogen donors in the meta position of the aminopyridyl groups and the facing amide N-H of the adjacent aminopyridyl groups, and self-assembles via C-H center dot center dot center dot O weak hydrogen bondings and C-H center dot center dot center dot pi interaction to generate a double stranded rectilineal networks. By contrast, in the case of tetra(para-aminopyridyl)-thiacalix[4]arene, the presence of para-aminopyridyl units enables the formation of N-H center dot center dot center dot N strong hydrogen bondings between the individual molecules leading to the solid-state structure with water-bridged double strands. Their complexation properties had been also studied by measurement of the stability constants for their complexation in a range of metal cations and investigation of their binding models via H-1 NMR titration and ESI-MS experiments. It was found that the three ligands exhibited high and selective extractability toward Ag+, and their stoichiometry of ligand to Ag+ was 1:1, while the meta-aminopyridyl derivative showed the best extraction capacity and possessed the most efficient binding sites. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.116

文献信息

• The influence of isomerism on the self-assembly behavior and complexation property of 1,3-alternate tetraaminopyridyl-thiacalix[4]arene derivatives
  作者：Xiong Li、Shu-Ling Gong、Wei-Ping Yang、Yuan-Yin Chen、Xiang-Gao Meng

  DOI：10.1016/j.tet.2008.04.116

  日期：2008.6

  A series of 1,3-alternate conformation thiacalix[4]arenes containing different isomeric aminopyridyl pendent arms have been synthesized. It was found that their self-assembly behaviors and complexation properties strongly depended on the structures of aminopyridyl pendent arms. The crystal structures demonstrate that tetra(meta-aminopyridyl)-thiacalix[4]arene motif is capable of forming intramolecular hydrogen bondings between the sp(2) nitrogen donors in the meta position of the aminopyridyl groups and the facing amide N-H of the adjacent aminopyridyl groups, and self-assembles via C-H center dot center dot center dot O weak hydrogen bondings and C-H center dot center dot center dot pi interaction to generate a double stranded rectilineal networks. By contrast, in the case of tetra(para-aminopyridyl)-thiacalix[4]arene, the presence of para-aminopyridyl units enables the formation of N-H center dot center dot center dot N strong hydrogen bondings between the individual molecules leading to the solid-state structure with water-bridged double strands. Their complexation properties had been also studied by measurement of the stability constants for their complexation in a range of metal cations and investigation of their binding models via H-1 NMR titration and ESI-MS experiments. It was found that the three ligands exhibited high and selective extractability toward Ag+, and their stoichiometry of ligand to Ag+ was 1:1, while the meta-aminopyridyl derivative showed the best extraction capacity and possessed the most efficient binding sites. (C) 2008 Elsevier Ltd. All rights reserved.