mono-1-(2’-azidethoxy)methoxylpillar[5]arene | 1290547-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: mono-1-(2’-azidethoxy)methoxylpillar[5]arene
• 英文别名: 4-(2-Azidoethoxy)-9,14,19,24,26,28,30,32,34-nonamethoxyhexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(26),3(35),4,6(34),8,10,13,15,18(29),19,21(28),23(27),24,30,32-pentadecaene；4-(2-azidoethoxy)-9,14,19,24,26,28,30,32,34-nonamethoxyhexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(26),3(35),4,6(34),8,10,13,15,18(29),19,21(28),23(27),24,30,32-pentadecaene
• CAS: 1290547-30-6
• 化学式: C₄₆H₅₁N₃O₁₀
• 分子量: 805.925
• InChiKey: RCPPPTWJYRWQAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  59
• 可旋转键数：
  13
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-[(2-丙炔基氧)甲基]芘 、 mono-1-(2’-azidethoxy)methoxylpillar[5]arene 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 12.0h， 以79%的产率得到1-[2-[(9,14,19,24,26,28,30,32,34-Nonamethoxy-4-hexacyclo[21.2.2.23,6.28,11.213,16.218,21]pentatriaconta-1(26),3(35),4,6(34),8,10,13,15,18(29),19,21(28),23(27),24,30,32-pentadecaenyl)oxy]ethyl]-4-(pyren-1-ylmethoxymethyl)triazole
  参考文献：
  名称：

  Monofunctionalized Pillar[5]arene as a Host for Alkanediamines

  摘要：

  Alkanediamines serve as neutral guests for the recently discovered host pillar[5]arene. The proposed [2]pseudorotaxane nature of the superstructure of the 1:1 host-guest complexes is supported by the template-directed synthesis of a related [2]rotaxane. A synthetic route to monofunctional pillar[5]arenes has also been developed, allowing for the creation of a fluorescent sensor for alkylamine binding. The precursors to this host could act as starting points for a large library of monofunctional pillar[5]arene macrocycles.

  DOI：

  10.1021/ja111418j
• 作为产物：
  描述：

  1-(2-溴乙氧基)-4-甲氧基苯 在 sodium azide 、 三氟化硼乙醚 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 mono-1-(2’-azidethoxy)methoxylpillar[5]arene
  参考文献：
  名称：

  自旋标记柱[5]芳烃作为超分子组装体的顺磁性主体

  摘要：

  Huisgen型CuAAC实现了基于2,2,6,6-四甲基哌啶N-氧化物（TEMPO）部分的带有顺磁性侧臂的柱[5]芳烃家族新成员的合成和表征反应。在带电客体存在的情况下测试了利用所提出的柱[5]芳烃作为顺磁类轮烷结构中的主体的可能性，并通过核磁共振光谱证实。

  DOI：

  10.1002/ejoc.201301153

文献信息

• Controllable aggregation-induced emission based on a tetraphenylethylene-functionalized pillar[5]arene via host–guest recognition
  作者：Jie Wu、Shu Sun、Xiaoqing Feng、Jianbing Shi、Xiao-Yu Hu、Leyong Wang

  DOI：10.1039/c4cc03127j

  日期：——

  A novel TPE-functionalized pillar[5]arene (TPEP5) was successfully synthesized, and the motion of the TPE motif was restricted via pillararene-based host–guest recognition-mediated cross-linking, resulting in the efficient “turn-on” of fluorescence emission based on the AIE mechanism.

  一种新型的TPE功能化的柱[5]芳烃（TPEP5）已成功合成，通过基于柱芳烃的宿主-客体识别介导的交联，限制了TPE基团的运动，从而基于AIE机制实现了荧光发射的高效“开启”。
• Dynamic clicked surfaces based on functionalised pillar[5]arene
  作者：Huacheng Zhang、Nathan L. Strutt、Ragnar S. Stoll、Hao Li、Zhixue Zhu、J. Fraser Stoddart

  DOI：10.1039/c1cc14934b

  日期：——

  A dynamic smart surface which was constructed by the self-assembly of an azobenzene-functionalised pillar[5]arene exhibits reversibly responsive morphologies towards UV and visible light as observed by TEM, SEM and AFM.

  通过偶氮苯官能化的支柱[5]芳烃的自组装构建的动态智能表面，通过TEM，SEM和AFM观察到对紫外线和可见光具有可逆的响应形态。
• Spin-Labelled Pillar[5]arene as Paramagnetic Host for Supramolecular Assemblies
  作者：Roberta Manoni、Paolo Neviani、Paola Franchi、Elisabetta Mezzina、Marco Lucarini

  DOI：10.1002/ejoc.201301153

  日期：2014.1

  The synthesis and characterization of a new member of the pillar[5]arene family carrying a paramagnetic side-arm based on the 2,2,6,6-tetramethylpiperidine N-oxide (TEMPO) moiety has been achieved by the Huisgen-type CuAAC reaction. The possibility of exploiting the proposed pillar[5]arene as a host in paramagnetic rotaxane-like structures was tested in the presence of charged guests and confirmed

  Huisgen型CuAAC实现了基于2,2,6,6-四甲基哌啶N-氧化物（TEMPO）部分的带有顺磁性侧臂的柱[5]芳烃家族新成员的合成和表征反应。在带电客体存在的情况下测试了利用所提出的柱[5]芳烃作为顺磁类轮烷结构中的主体的可能性，并通过核磁共振光谱证实。
• A self-complexing and self-assembling pillar[5]arene
  作者：Nathan L. Strutt、Huacheng Zhang、Marc A. Giesener、Juying Lei、J. Fraser Stoddart

  DOI：10.1039/c2cc16030g

  日期：——

  A monofunctionalised pillar[5]arene derivative carrying a viologen side chain which exhibits self-complexation in dilute dichloromethane solutions forms supramolecular daisy chain polymers and eventually organogels as its concentration is increased three-fold over the range from 0.1 to 100 mM.

  带有紫精侧链的单官能化柱[5]芳烃衍生物在稀二氯甲烷溶液中表现出自络合，当其浓度在0.1至100 mM范围内增加三倍时，形成超分子菊链聚合物并最终形成有机凝胶。
• Porphyrinic supramolecular daisy chains incorporating pillar[5]arene–viologen host–guest interactions
  作者：Maher Fathalla、Nathan L. Strutt、Srinivasan Sampath、Khabiboulakh Katsiev、Karel J. Hartlieb、Osman M. Bakr、J. Fraser Stoddart

  DOI：10.1039/c5cc03717d

  日期：——

  Daisy chains and organogels have been prepared by utilising noncovalent interactions between viologens and pillar[5]arenes together with stacked porphyrins.

  使用紫罗兰化合物、pillar[5]芳烃以及堆积的卟啉之间的非共价相互作用制备了雏菊链和有机凝胶。