mono-1-(2’-bromoethoxy)methoxylpillar[5]arene | 1290547-29-3

• 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’-bromoethoxy)methoxylpillar[5]arene
• 英文别名: 12-(2-Bromoethoxy)-15,32,35,52,55,72,75,92,95-nonamethoxy-1,3,5,7,9(1,4)-pentabenzenacyclodecaphane；4-(2-bromoethoxy)-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: 1290547-29-3
• 化学式: C₄₆H₅₁BrO₁₀
• 分子量: 843.809
• InChiKey: GMYCMJDBPBIRNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  57
• 可旋转键数：
  12
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  mono-1-(2’-bromoethoxy)methoxylpillar[5]arene 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 24.0h， 生成 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：

  4-甲氧基苯酚 在 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 52.0h， 生成 mono-1-(2’-bromoethoxy)methoxylpillar[5]arene
  参考文献：
  名称：

  Application of stimuli-responsive FRET behavior toward cyanide detection in a photo-switchable [2]pseudorotaxane polymer containing the BODIPY donor and the merocyanine acceptor

  摘要：

  双荧光主客[2]伪轮烷聚合物含有基于梅洛氰染料的客体（开放形式），表现出对氰化物的敏感检测以及在活细胞中有用的生物成像应用，通过FRET-OFF过程来恢复绿色供体发射。

  DOI：

  10.1039/d0tc05000h

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”。
• One-pot synthesis of pillar[n]arenes catalyzed by a minimum amount of TfOH and a solution-phase mechanistic study
  作者：Kai Wang、Li-Li Tan、Dai-Xiong Chen、Nan Song、Guan Xi、Sean Xiao-An Zhang、Chunju Li、Ying-Wei Yang

  DOI：10.1039/c2ob26635k

  日期：——

  A practical and effective trifluoromethanesulfonic acid (TfOH)-catalyzed cyclooligomerization strategy was developed for the synthesis of functionalized pillar[n]arenes and copillar[5]arenes from 1,4-dialkoxybenzenes with paraformaldehyde under mild reaction conditions, and the reaction mechanism of solution-phase catalytic synthesis of pillararenes was investigated by room-temperature X-band ESR spectroscopy

  实用有效 三氟甲磺酸 （三氟乙酸）在温和的反应条件下，开发了由1,4-二烷氧基苯与多聚甲醛合成官能化的柱[ n ]芳烃和copillar [5]芳烃的）催化环寡聚反应策略，并研究了溶液相催化合成柱芳烃的反应机理通过室温X波段ESR光谱，质谱，NMR和对照实验，表明最初的自由基过程以及随后的偶联和闭环阶段的Friedel-Crafts烷基化过程。
• Pillar[5]arene-based polymeric architectures constructed by orthogonal supramolecular interactions
  作者：Yangfan Guan、Mengfei Ni、Xiaoyu Hu、Tangxin Xiao、Shuhan Xiong、Chen Lin、Leyong Wang

  DOI：10.1039/c2cc33943a

  日期：——

  Ureidopyrimidinone functionalized pillar[5]arene (UPyP5) was synthesized and employed to complex with a bisparaquat derivative (G) to form supramolecular polymers at relatively high concentration. The orthogonal binding interactions including quadruple hydrogen bonding and host–guest interaction should play vital roles in the construction of this linear assembly.

  合成了脲基嘧啶酮官能化柱[5]芳烃（UPyP5），并与双百草枯衍生物（G）络合，形成相对高浓度的超分子聚合物。包括四重氢键和主客体相互作用在内的正交结合相互作用在这种线性组装体的构建中应发挥至关重要的作用。
• 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。