1,4,7,10,13,28,31,34,37,40-decaoxa<13.13>-(9,10)-anthracenophane | 89317-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4,7,10,13,28,31,34,37,40-decaoxa<13.13>-(9,10)-anthracenophane
• 英文别名: 1,4,7,10,13,28,31,34,37,40-decaoxa<13.13>(9,10)-anthracenophane；1,4,7,10,13,24,27,30,33,36-Decaoxa<13.13>-9,10-anthracenophane；decaoxa-1,4,7,10,13,28,37,40[13.13](9,10)anthracenophane；1,4,7,10,13,28,31,34,37,40-decaoxa[13.13]-(9,10)-anthracenophane；1,4,7,10,13,28,31,34,37,40-decaoxa[13.13](9,10)-anthracenophane；2,5,8,11,14,23,26,29,32,35-Decaoxaheptacyclo[34.6.6.615,22.016,21.037,42.043,48.049,54]tetrapentaconta-1(42),15(54),16,18,20,22(49),36,38,40,43,45,47,50,52-tetradecaene
• CAS: 89317-95-3
• 化学式: C₄₄H₄₈O₁₀
• 分子量: 736.859
• InChiKey: WTDSLQRSLASIIL-UHFFFAOYSA-N

物化性质

• 熔点：
  156 °C
• 沸点：
  921.1±65.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  54
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  1,4,7,10,13,28,31,34,37,40-decaoxa<13.13>-(9,10)-anthracenophane 在 氧气 作用下， 生成 decaoxa-1,4,7,10,13,28,37,40[13,13]epidioxy-14,21,41,48(9,10)anthracenophane
  参考文献：
  名称：

  Molecular and Crystal Structure of a Bisanthracene-9,10-diyl Macrocyclic Coronand AAO5O5 and of its Bis-1,4-endoperoxide, a Bistetraoxapaddlane

  摘要：

  AAO5O5 3 是一种双蒽大环环烷，已知是钠离子的准分子型荧光传感器，并可封装百草枯等缺电子物种。它的双-1,4-内过氧化物 4 是一种四氧杂腺嘌呤。本文介绍了 3 和 4 的分子和晶体结构。

  DOI：

  10.1071/ch04068
• 作为产物：
  描述：

  蒽醌 在 potassium carbonate 、 caesium carbonate 作用下， 以 丙酮 为溶剂， 生成 1,4,7,10,13,28,31,34,37,40-decaoxa<13.13>-(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：——
• Cation-directed photochemistry of an anthraceno-crown ether
  作者：Henri. Bouas-Laurent、Alain. Castellan、Michele. Daney、Jean Pierre. Desvergne、Gerard. Guinand、Pierre. Marsau、Marie Helene. Riffaud

  DOI：10.1021/ja00262a032

  日期：1986.1
• 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
• Molecular and Crystal Structure of a Bisanthracene-9,10-diyl Macrocyclic Coronand AAO5O5 and of its Bis-1,4-endoperoxide, a Bistetraoxapaddlane
  作者：Pierre Marsau、Gérard Guinand、Jean Hinschberger、Jean-Pierre Desvergne、Henri Bouas-Laurent

  DOI：10.1071/ch04068

  日期：——

  AAO5O5 3, a bisanthracene macrocyclic cyclophane, is known to be an excimer-type fluorosensor for sodium cations and to encapsulate electron-deficient species such as paraquat. Its bis-1,4-endoperoxide 4 is a tetraoxapaddlane. The molecular and crystal structures of 3 and 4 are described.

  AAO5O5 3 是一种双蒽大环环烷，已知是钠离子的准分子型荧光传感器，并可封装百草枯等缺电子物种。它的双-1,4-内过氧化物 4 是一种四氧杂腺嘌呤。本文介绍了 3 和 4 的分子和晶体结构。