2,2-di[5-(2-cyanophenyl)-1H-pyrrol-2-yl]adamantane | 1419597-83-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,2-di[5-(2-cyanophenyl)-1H-pyrrol-2-yl]adamantane
• 英文别名: 2-[5-[2-[5-(2-cyanophenyl)-1H-pyrrol-2-yl]-2-adamantyl]-1H-pyrrol-2-yl]benzonitrile
• CAS: 1419597-83-3
• 化学式: C₃₂H₂₈N₄
• 分子量: 468.601
• InChiKey: KKDXOQUKVHWWBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  79.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-di[5-(2-cyanophenyl)-1H-pyrrol-2-yl]adamantane 、 四丁基醋酸铵 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Aryl substituted adamantane–dipyrromethanes: chromogenic and fluorescent anion sensors

  摘要：

  New adamantane dipyrromethane anion receptors were synthesized and their photophysical properties and anion binding investigated. In addition, a nitro derivative has been characterized by single crystal X-ray analysis. In the crystal structure, the nitro derivative is complexed with CH3CN molecules, indicating that dipyrromethanes can in principle be employed as neutral molecule hosts. Anion binding ability in CH3CN solutions with TBA salts (F-, Cl-, Br-, AcO-, HSO4-, NO3- and H2PO4-) was investigated by UV-vis, fluorescence and/or H-1 NMR spectroscopy, and the association constants of the corresponding complexes were determined. The receptors form 1:1 complexes with the highest association constants with F- and AcO-. Change of the substituent at the phenyldipyrromethanes results in different photophysical properties, leading to different spectroscopic responses in the presence of anions. Therefore, differently substituted phenyldipyrromethanes can be used as colorimetric or fluorescent anion sensors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.026
• 作为产物：
  描述：

  金刚烷酮 、 2-(1H-pyrrol-2-yl)benzonitrile 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 以62%的产率得到2,2-di[5-(2-cyanophenyl)-1H-pyrrol-2-yl]adamantane
  参考文献：
  名称：

  Aryl substituted adamantane–dipyrromethanes: chromogenic and fluorescent anion sensors

  摘要：

  New adamantane dipyrromethane anion receptors were synthesized and their photophysical properties and anion binding investigated. In addition, a nitro derivative has been characterized by single crystal X-ray analysis. In the crystal structure, the nitro derivative is complexed with CH3CN molecules, indicating that dipyrromethanes can in principle be employed as neutral molecule hosts. Anion binding ability in CH3CN solutions with TBA salts (F-, Cl-, Br-, AcO-, HSO4-, NO3- and H2PO4-) was investigated by UV-vis, fluorescence and/or H-1 NMR spectroscopy, and the association constants of the corresponding complexes were determined. The receptors form 1:1 complexes with the highest association constants with F- and AcO-. Change of the substituent at the phenyldipyrromethanes results in different photophysical properties, leading to different spectroscopic responses in the presence of anions. Therefore, differently substituted phenyldipyrromethanes can be used as colorimetric or fluorescent anion sensors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.026

文献信息

• Aryl substituted adamantane–dipyrromethanes: chromogenic and fluorescent anion sensors
  作者：Marija Alešković、Nikola Basarić、Ivan Halasz、Xing Liang、Wenwu Qin、Kata Mlinarić-Majerski

  DOI：10.1016/j.tet.2012.12.026

  日期：2013.2

  New adamantane dipyrromethane anion receptors were synthesized and their photophysical properties and anion binding investigated. In addition, a nitro derivative has been characterized by single crystal X-ray analysis. In the crystal structure, the nitro derivative is complexed with CH3CN molecules, indicating that dipyrromethanes can in principle be employed as neutral molecule hosts. Anion binding ability in CH3CN solutions with TBA salts (F-, Cl-, Br-, AcO-, HSO4-, NO3- and H2PO4-) was investigated by UV-vis, fluorescence and/or H-1 NMR spectroscopy, and the association constants of the corresponding complexes were determined. The receptors form 1:1 complexes with the highest association constants with F- and AcO-. Change of the substituent at the phenyldipyrromethanes results in different photophysical properties, leading to different spectroscopic responses in the presence of anions. Therefore, differently substituted phenyldipyrromethanes can be used as colorimetric or fluorescent anion sensors. (C) 2012 Elsevier Ltd. All rights reserved.