1-(piperazin-1-yl)-4-(4,7,10,13-tetraoxa-1-azacyclopentadecyl)benzene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(piperazin-1-yl)-4-(4,7,10,13-tetraoxa-1-azacyclopentadecyl)benzene
• 英文别名: 13-(4-(piperazin-1-yl)-phenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane；13-(4-Piperazin-1-ylphenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane
• 化学式: C₂₀H₃₃N₃O₄
• 分子量: 379.5
• InChiKey: HLIFUSXGPAENAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  丹酰氯 、 1-(piperazin-1-yl)-4-(4,7,10,13-tetraoxa-1-azacyclopentadecyl)benzene 在 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到Dimethyl-(5-{4-[4-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl)-phenyl]-piperazine-1-sulfonyl}-naphthalen-1-yl)-amine
  参考文献：
  名称：

  Fluorescent Photoinduced Electron Transfer (PET) Sensing Molecules with p-Phenylenediamine as Electron Donor

  摘要：

  Fluorescent photoinduced electron-transfer sensors were made from p-phenylenediamine-substituted azacrown ethers attached with a dansyl group, in which the p-phenylenediamine moiety serves as electron donor and the dansyl group acts as the acceptor. Chelation-enhanced fluorescence was observed upon addition of metal salts. Selective fluorescence response was observed for Mg2+ and/ or Ca2+ versus Na+ and K+ due to size match and charge density sensitivity of the p-phenylenediamine moiety.

  DOI：

  10.1021/jo030059z
• 作为产物：
  描述：

  哌嗪 、 氮杂-15-冠醚-5 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 172.0h， 以63%的产率得到1-(piperazin-1-yl)-4-(4,7,10,13-tetraoxa-1-azacyclopentadecyl)benzene
  参考文献：
  名称：

  使用芳烃-铁化学方法制备N-芳基氮杂冠冕醚衍生物。

  摘要：

  通过[[eta（5）-环戊二烯基）（eta（6）-（m-或对二氯苯）的顺序亲核取代）合成间苯二甲胺或对苯二胺和间氯苯酚取代的氮杂冠醚衍生物。六氟磷酸铁由氮杂冠醚和环六胺组成。单芳基化是二氮杂冠醚的主要反应。多个步骤中，起始复合物的总产率为50-96％。

  DOI：

  10.1021/jo020527p

文献信息

• Ultrasound-promoted aromatic nucleophilic substitution of dichlorobenzene iron(II) complexes
  作者：Noureddine Raouafi、Nadra Belhadj、Khaled Boujlel、Ali Ourari、Christian Amatore、Emmanuel Maisonhaute、Bernd Schöllhorn

  DOI：10.1016/j.tetlet.2009.01.128

  日期：2009.4

  The nucleophilic aromatic substitution under ultrasound irradiation of a dichlorobenzene iron η6-complex with various secondary amines is reported. The reaction time at moderate temperatures is considerably shortened (15 min) compared to non sonicated reaction conditions at room temperature (several days) or at solvent refluxing temperature (12–48 h). Controlled mono- or di-substitution was achieved

  一氯苯铁的超声辐射下，亲核芳香取代η 6 -配合物与各种仲胺报道。与在室温（几天）或在溶剂回流温度（12-48小时）下未超声处理的反应条件相比，在中等温度下的反应时间大大缩短（15分钟）。通过调节胺的亲核性和溶剂极性可实现受控的单取代或双取代。该方法已成功应用于不同取代的苯二胺的合成。
• Electrochemically Driven Release of Picomole Amounts of Calcium Ions with Temporal and Spatial Resolution
  作者：Christian Amatore、Damiano Genovese、Emmanuel Maisonhaute、Noureddine Raouafi、Bernd Schöllhorn

  DOI：10.1002/anie.200705274

  日期：2008.6.27
• Fluorescent Photoinduced Electron Transfer (PET) Sensing Molecules with <i>p</i>-Phenylenediamine as Electron Donor
  作者：Anthony J. Pearson、Wenjing Xiao

  DOI：10.1021/jo030059z

  日期：2003.6.1

  Fluorescent photoinduced electron-transfer sensors were made from p-phenylenediamine-substituted azacrown ethers attached with a dansyl group, in which the p-phenylenediamine moiety serves as electron donor and the dansyl group acts as the acceptor. Chelation-enhanced fluorescence was observed upon addition of metal salts. Selective fluorescence response was observed for Mg2+ and/ or Ca2+ versus Na+ and K+ due to size match and charge density sensitivity of the p-phenylenediamine moiety.
• Preparation of <i>N</i>-Aryl Azacrown Ether Derivatives, Using Arene−Iron Chemistry
  作者：Anthony J. Pearson、Wenjing Xiao

  DOI：10.1021/jo020527p

  日期：2003.3.1

  m- or p-phenylenediamine and m- or p-chlorophenyl-substituted azacrown ether derivatives were synthesized through sequential nucleophilic substitution of [(eta(5)-cyclopentadienyl)(eta(6)-(m- or p-dichlorobenzene))]iron hexafluorophosphate by azacrown ethers and cyclohexaamines. Monoarylation is the main reaction for diazacrown ethers. The overall yield from the starting complex is 50-96% for multiple

  通过[[eta（5）-环戊二烯基）（eta（6）-（m-或对二氯苯）的顺序亲核取代）合成间苯二甲胺或对苯二胺和间氯苯酚取代的氮杂冠醚衍生物。六氟磷酸铁由氮杂冠醚和环六胺组成。单芳基化是二氮杂冠醚的主要反应。多个步骤中，起始复合物的总产率为50-96％。