9,10-Bis-(2-{2-[2-(2-iodo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-anthracene | 89318-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-Bis-(2-{2-[2-(2-iodo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-anthracene
• 英文别名: 9,10-Bis(2-{2-[2-(2-iodoethoxy)ethoxy]ethoxy}ethoxy)anthracene；9,10-bis[2-[2-[2-(2-iodoethoxy)ethoxy]ethoxy]ethoxy]anthracene
• CAS: 89318-00-3
• 化学式: C₃₀H₄₀I₂O₈
• 分子量: 782.452
• InChiKey: JNTCQGKHLUWPQA-UHFFFAOYSA-N

物化性质

• 熔点：
  50 °C
• 沸点：
  742.3±60.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  40
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  9,10-Bis-(2-{2-[2-(2-iodo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-anthracene 在 sodium hydride 作用下， 以 四氢呋喃 、 乙腈 、 paraffin 为溶剂， 反应 216.0h， 生成 [[2]-(1,4,7,10,13,20,23,26,29,32-decaoxa[13]paracyclo[13](9.10)anthracenophane)-(9,18,29,38-tetraazonia[1.1.0.1.1.0]paracyclophane)-catenane] tetrakis(hexafluorophosphate)
  参考文献：
  名称：

  含有蒽发色单元的 [2] 链烷烃的合成和光谱性质

  摘要：

  一种改性的双对亚苯基-34-冠-10 环，其中一个 1,4-二氧苯单元已被 9,10-二氧蒽单元取代，已被用作形成环双（百草枯）的模板。对亚苯基）。1H NMR 光谱表明产生的 [2] 链烯仅以平移异构形式存在于溶液中，其中 (a) 只有 1,4-二氧基苯环占据四阳离子环芳的中心腔，(b)大的 9,10-二氧蒽单元阻止了冠醚环通过环芳环旋转。研究了这种新的 [2] 链烯及其游离态冠醚组分的吸收光谱和发光特性，并与 1,4-二甲氧基苯和模型蒽衍生物的吸收光谱和发光特性进行了比较，在蒽环的 9 和 10 位上带有甲基化的三甘醇链。虽然冠醚的吸收光谱是两个组分发色团部分光谱的总和，但其发射光谱仅显示 9,10-二氧蒽型单元的荧光带。激发光谱表明，冠醚中 1,4-二氧基苯型发射的消失是由于从 1,4-二氧基苯到 9 ,10-二氧蒽类单元。[2] 链烯的吸收光谱与其两个环状组分的光谱总和明显不同，尤其是在可见光谱区域

  DOI：

  10.1002/(sici)1099-0690(199801)1998:1<81::aid-ejoc81>3.0.co;2-p
• 作为产物：
  描述：

  蒽醌 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 9,10-Bis-(2-{2-[2-(2-iodo-ethoxy)-ethoxy]-ethoxy}-ethoxy)-anthracene
  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

• Synthesis and cation complexing properties of a ne dissymmetrical fluorescent coronand
  作者：B. Henze、D. Marquis、P. Marsau、M. Cotrait、J.P. Desvergne

  DOI：10.1016/0040-4039(96)01147-1

  日期：1996.7

  A dissymetrical coronand containing two different subunits (i.e. anthracene and naphthalene) has been synthesized and the crystalline structure established. 3 forms a 2:1 complex with Na+ and a 1:1 complex with K+. A negative cooperativity has been revealed with Na+. Some spectroscopic properties of 3 are described.

  合成了包含两个不同亚基（蒽和萘）的不对称冠状分子，并建立了晶体结构。3与Na +形成2：1的络合物，与K +形成1：1的络合物。与Na +表现出负的协同作用。描述了3的一些光谱性质。
• 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
• The Synthesis and Spectroscopic Properties of a [2]Catenane Incorporating an Anthracene Chromophoric Unit
  作者：R. Ballardini、V. Balzani、A. Credi、M. T. Gandolfi、D. Marquis、L. Pérez-García、J. F. Stoddart

  DOI：10.1002/(sici)1099-0690(199801)1998:1<81::aid-ejoc81>3.0.co;2-p

  日期：1998.1

  absorption spectrum of the [2]catenane is noticeably different from the sum of the spectra of its two cyclic components, particularly as far as the presence of a very broad charge-transfer (CT) band in the visible spectral region (λmax = 545 nm, ϵmax = 615 M−1 cm−1) is concerned.Comparison with the CT band of a model compound shows that the very broad CT band of the [2]catenane is in fact the result of

  一种改性的双对亚苯基-34-冠-10 环，其中一个 1,4-二氧苯单元已被 9,10-二氧蒽单元取代，已被用作形成环双（百草枯）的模板。对亚苯基）。1H NMR 光谱表明产生的 [2] 链烯仅以平移异构形式存在于溶液中，其中 (a) 只有 1,4-二氧基苯环占据四阳离子环芳的中心腔，(b)大的 9,10-二氧蒽单元阻止了冠醚环通过环芳环旋转。研究了这种新的 [2] 链烯及其游离态冠醚组分的吸收光谱和发光特性，并与 1,4-二甲氧基苯和模型蒽衍生物的吸收光谱和发光特性进行了比较，在蒽环的 9 和 10 位上带有甲基化的三甘醇链。虽然冠醚的吸收光谱是两个组分发色团部分光谱的总和，但其发射光谱仅显示 9,10-二氧蒽型单元的荧光带。激发光谱表明，冠醚中 1,4-二氧基苯型发射的消失是由于从 1,4-二氧基苯到 9 ,10-二氧蒽类单元。[2] 链烯的吸收光谱与其两个环状组分的光谱总和明显不同，尤其是在可见光谱区域