152-ethynyl-2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane | 866229-42-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 152-ethynyl-2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane
• CAS: 866229-42-7
• 化学式: C₃₄H₄₂O₁₀
• 分子量: 610.701
• InChiKey: KPWSMWYDJXQNJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  44.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  92.3
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  、 152-ethynyl-2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以31%的产率得到1-[5-[2-(2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.2.2.015,20.019,24]dotetraconta-1(40),15,17,19,21,23,38,41-octaen-39-yl)ethynyl]-4-methyl-6-oxo-1H-pyrimidin-2-yl]-3-octylurea
  参考文献：
  名称：

  Self-assembly of a new series of quadruply hydrogen bonded heterotrimers driven by the donor–acceptor interaction

  摘要：

  This paper describes the self-assembly of a new series of heterotrimers in chloroform-d by utilizing the cooperative interaction of hydrogen bonding and donor-acceptor interaction. Compounds 1 and 11, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to 34-crown-10 or 36-crown-10, were used as donor monomer, and 2 and 19, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to NDI, were used as acceptor monomer, while linear compound 4, which contains two diamido-1,8-naphthyridines, was used as template. A large tri-p-(t-butyl)phenylmethoxyl group was introduced to 19 in order to compare its assembling behavior with that of 2. Mixing 4 with dimer 1 (.) 2 caused 1 (.) 2 to fully decompose and to afford 55% of 'in-in'-oriented heterotrimer 1 (.) 4 (.) 2. Adding 4 to the solution of 2 (.) 11 or 11 (.) 19 in chloroform-d also led to full dissociation of the dimers. However, in these systems the 'in-in'-arranged heterotrimer 2 (.) 4 (.) 11 or 11 (.) 4 (.) 19 could be produced exclusively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.075
• 作为产物：
  描述：

  1,5-bis[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]naphthalene bis(4-methylbenzenesulfonate) 在 四(三苯基膦)钯 四氢吡咯 、 sodium hydroxide 、 potassium carbonate 、 sodium iodide 作用下， 以 乙腈 、 苯 为溶剂， 反应 32.0h， 生成 152-ethynyl-2,5,8,11,14,16,19,22,25,28-decaoxa-1(1,5)-naphthalena-15(1,4)-benzenacyclooctacosaphane
  参考文献：
  名称：

  Self-assembly of a new series of quadruply hydrogen bonded heterotrimers driven by the donor–acceptor interaction

  摘要：

  This paper describes the self-assembly of a new series of heterotrimers in chloroform-d by utilizing the cooperative interaction of hydrogen bonding and donor-acceptor interaction. Compounds 1 and 11, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to 34-crown-10 or 36-crown-10, were used as donor monomer, and 2 and 19, in which an 2-ureido-4[1H]-pyrimidinone unit is connected to NDI, were used as acceptor monomer, while linear compound 4, which contains two diamido-1,8-naphthyridines, was used as template. A large tri-p-(t-butyl)phenylmethoxyl group was introduced to 19 in order to compare its assembling behavior with that of 2. Mixing 4 with dimer 1 (.) 2 caused 1 (.) 2 to fully decompose and to afford 55% of 'in-in'-oriented heterotrimer 1 (.) 4 (.) 2. Adding 4 to the solution of 2 (.) 11 or 11 (.) 19 in chloroform-d also led to full dissociation of the dimers. However, in these systems the 'in-in'-arranged heterotrimer 2 (.) 4 (.) 11 or 11 (.) 4 (.) 19 could be produced exclusively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.075

文献信息

• Rotaxanes as Mechanochromic Fluorescent Force Transducers in Polymers
  作者：Yoshimitsu Sagara、Marc Karman、Ester Verde-Sesto、Kazuya Matsuo、Yuna Kim、Nobuyuki Tamaoki、Christoph Weder

  DOI：10.1021/jacs.7b12405

  日期：2018.2.7

  problem can be overcome by extending the molecular-shuttle function of rotaxanes to mechanical activation. A mechanically interlocked mechanophore composed of a fluorophore-carrying macrocycle and a dumbbell-shaped molecule containing a matching quencher was integrated into a polyurethane elastomer. Deformation of this polymer causes a fluorescence turn-on, due to the spatial separation of fluorophore

  机械团（将机械力转化为化学反应的图案）的集成允许创建具有应力相关特性的材料。典型的机械团是通过裂解弱共价键来激活的，但这些反应也可以由其他刺激触发，这使得行为不具有特异性。在这里，我们表明可以通过将轮烷的分子穿梭功能扩展到机械活化来克服这个问题。由携带荧光团的大环和含有匹配猝灭剂的哑铃形分子组成的机械互锁机械团被集成到聚氨酯弹性体中。由于荧光团和猝灭剂的空间分离，该聚合物的变形导致荧光开启。这个过程是特定的、高效的、即时可逆的，