1,4,7,10,21,24,27,30-Octaoxa<10.10>-9,10-anthracenophane | 89317-94-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4,7,10,21,24,27,30-Octaoxa<10.10>-9,10-anthracenophane
• 英文别名: 1,4,7,10,21,24,27,30-Octaoxa[10.10]-9,10-anthracenophane；2,5,8,11,20,23,26,29-Octaoxaheptacyclo[28.6.6.612,19.013,18.031,36.037,42.043,48]octatetraconta-1(36),12(48),13,15,17,19(43),30,32,34,37,39,41,44,46-tetradecaene
• CAS: 89317-94-2
• 化学式: C₄₀H₄₀O₈
• 分子量: 648.753
• InChiKey: QXXQFNWKTVMONI-UHFFFAOYSA-N

物化性质

• 熔点：
  175 °C
• 沸点：
  862.1±65.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  48
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  蒽醌 在 potassium carbonate 、 caesium carbonate 作用下， 以 丙酮 为溶剂， 生成 1,4,7,10,21,24,27,30-Octaoxa<10.10>-9,10-anthracenophane
  参考文献：
  名称：

  Synthesis of new macrocylic polyoxa [X,X] and [X] (9,10)-anthracenophanes from 9,10-bistrimethylsiloxyanthracene

  摘要：

  DOI：

  10.1016/s0040-4039(00)88400-2

文献信息

• Photoresponsive Supramolecular Systems: Synthesis and Photophysical and Photochemical Study of Bis-(9,10-anthracenediyl)coronands AAOnOn
  作者：Damien Marquis、Jean-Pierre Desvergne、Henri Bouas-Laurent

  DOI：10.1021/jo00129a045

  日期：1995.12

  Monocyclic bis-(9,10-anthracenediyl)coronands denoted AAO(n)O(n) (A = (9,10-anthracenediyl, n. indicating the number of ethyleneoxy repeating units between two aromatic rings) were designed as photoresponsive systems. Their synthesis is described; their spectroscopic properties were found to be in agreement with the X-ray structures. Special attention was devoted to AAO(5)O(5), which gives coronates with Na+ and K+. It was observed that one molecule of AAO(5)O(5), displays a positive cooperative effect in binding two sodium cations, in contrast with previous reports on bicyclic coronands. Moreover, in acetonitrile, this effect, clear in the ground state (K-11 = 180 M(-1), K-12 240 M(-1)) was found to be stronger in the excited state (K-11 = 200 M(-1), K-12 = 500 M(-1)). With K+, AAO(5)O(5), generates a 1:1 complex (K approximate to 9 M(-1) in methanol). Spectroscopic properties were shown to be triggered by cation concentration, specifically the fluorescence emission which undergoes an important intensity and wavelength redistribution in favor of the excimer: the maximum wavelength is shifted from 530 nm (free Ligand) to 570 nn (sodium biscoronate), i.e., Delta nu ca. 1350 cm(-1) and the excimer intensity is multiplied by ca. 3. The photocyclomerization (intramolecular dimerization of the anthracene nucleus) was demonstrated to be regiospecifically directed by Na+; in methanol, the free receptor exclusively generates the 9,10:1',4' photoadduct (phi(R) approximate to 2 x 10(-4)) whereas the sodium biscoronate leads to the classical 9,10:9',10' photoadduct (phi(R) approximate to 8 x 10(-3)). Finally, a transient kinetic analysis versus temperature allowed the determination of the conformational mobility of the free receptor within the nanosecond range; in the singlet excited state it is best described by the sequence M(1)* --> M(2)* --> E where M* stands for the locally excited state and E the excimer state species. At room temperature, in methanol, excimer lifetimes were found to be as follows: free Ligand, 23 ns; sodium biscoronate, 165 ns; and potassium monocoronate, 215 ns.
• CASTELLAN, A.;DANEY, M.;DESVERGNE, J. -P.;RIFFAUD, M. -H.;BOUAS-LAURENT, +, TETRAHEDRON LETT., 1983, 24, N 47, 5215-5218
  作者：CASTELLAN, A.、DANEY, M.、DESVERGNE, J. -P.、RIFFAUD, M. -H.、BOUAS-LAURENT, +

  DOI：——

  日期：——
• Synthesis of new macrocylic polyoxa [X,X] and [X] (9,10)-anthracenophanes from 9,10-bistrimethylsiloxyanthracene
  作者：Alain Castellan、Michèle Daney、Jean-Pierre Desvergne、Marie-Hélène Riffaud、Henri Bouas-Laurent

  DOI：10.1016/s0040-4039(00)88400-2

  日期：1983.1