9,10-dibromo-2,3,6,7-tetramethoxyanthracene | 885675-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-dibromo-2,3,6,7-tetramethoxyanthracene
• CAS: 885675-59-2
• 化学式: C₁₈H₁₆Br₂O₄
• 分子量: 456.131
• InChiKey: WOTXHDVPMNASHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9,10-dibromo-2,3,6,7-tetramethoxyanthracene 在 四(三苯基膦)钯 、 N,N-二甲基乙酰胺 、 cesium fluoride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 水 为溶剂， 反应 98.0h， 生成
  参考文献：
  名称：

  Porous barium–organic frameworks with highly efficient catalytic capacity and fluorescence sensing ability

  摘要：

  通过单晶到单晶的转化，在多孔金属有机骨架中实现了高活性的Ba²⁺开放金属位点，这些金属位点展现出对醛和酮的氰硅烷基化反应具有高效的催化能力，并展现出对DMSO分子具有优秀的荧光传感性能。

  DOI：

  10.1039/c5ta03680a
• 作为产物：
  描述：

  2,3,6,7-四甲氧基-9,10-二甲基蒽 在 sodium dichromate 、 溴 、 溶剂黄146 、 sodium hydroxide 、 锌 作用下， 以 四氯化碳 、 水 为溶剂， 反应 50.58h， 生成 9,10-dibromo-2,3,6,7-tetramethoxyanthracene
  参考文献：
  名称：

  Porous barium–organic frameworks with highly efficient catalytic capacity and fluorescence sensing ability

  摘要：

  通过单晶到单晶的转化，在多孔金属有机骨架中实现了高活性的Ba²⁺开放金属位点，这些金属位点展现出对醛和酮的氰硅烷基化反应具有高效的催化能力，并展现出对DMSO分子具有优秀的荧光传感性能。

  DOI：

  10.1039/c5ta03680a

文献信息

• Hierarchic Supramolecular Interactions within Assemblies in Solution and in the Crystal of 2,3,6,7-Tetrasubstituted 5,5′-(Anthracene-9,10-diyl)bis[pyrimidin-2-amines]
  作者：Teodor Silviu Balaban、Andreas Eichhöfer、Michael J. Krische、Jean-Marie Lehn

  DOI：10.1002/hlca.200690037

  日期：2006.2

  which can operate in nonpolar or moderately polar solvents. In these cases, however, no stacking interaction or inclusion compounds could be put into evidence in the case of 6 by absorption, fluorescence, or NMR spectroscopies. The π-stacking interactions were only observed in the crystal of 7 in conjunction with double H-bonding. Slightly disordered DMSO molecules are also H-bonded to the NH2 groups

  以高产率（方案1和2）合成了标题化合物6和7，并且在溶液中对于四（癸氧基）衍生物6以及在晶体中对于四甲氧基类似物7都研究了它们的组装模式。6和7的嘧啶-2-胺部分可以参与三种不同的超分子相互作用：i）通过一个嘧啶N原子之一进行金属连接，ii）通过NH 2基团进行双H键合作，和iii）π– π-堆叠互动。在解决方案中，可溶性卟啉锌络合物19中的中心Zn原子的配位导致NMR和6的吸收光谱的显着变化。在没有金属连接的情况下，下一个最强的相互作用是可以在非极性或中等极性溶剂中起作用的氢键。但是，在这些情况下，通过吸收，荧光或NMR光谱分析，在6的情况下，不能证明任何堆积相互作用或内含物。所述π -stacking相互作用进行了在晶体中观察到仅7与双氢键结合。轻微无序的DMSO分子也与7个NH 2基团H键合，干扰预期的包装。本研究说明了在固态状态下指导分层装配过程所固有的一些挑战。
• Complexation of Triptycene-Derived Macrotricyclic Host Containing Pyridine Groups with Paraquat Derivatives: A Switchable Process Controlled by Zn²⁺Ions
  作者：Ying Han、Jiabin Guo、Chuanfeng Chen

  DOI：10.1002/cjoc.201400400

  日期：2014.8

  A triptycene‐derived macrotricyclic host containing two pyridine groups was synthesized, and it could form 1:1 stable host‐guest complexes with paraquat derivatives in both solution and solid state. Moreover, it was also found that binding and releasing of the guest molecules in the complexes could be efficiently controlled by zinc ions.

  合成了包含两个吡啶基的三萜烯衍生的大三环主体，它可以与百草枯衍生物在溶液和固态下形成1：1稳定的主体-客体复合物。此外，还发现锌离子可以有效地控制客体分子在复合物中的结合和释放。
• Tuning the Dimensionality of Interpenetration in a Pair of Framework-Catenation Isomers To Achieve Selective Adsorption of CO₂ and Fluorescent Sensing of Metal Ions
  作者：Rongming Wang、Minghui Zhang、Xiaobin Liu、Liangliang Zhang、Zixi Kang、Wen Wang、Xiaoqing Wang、Fangna Dai、Daofeng Sun

  DOI：10.1021/acs.inorgchem.5b00934

  日期：2015.7.6

  A pair of framework-catenation isomers (UPC-19 and UPC-20) based on an anthracene-functionality dicarboxylate ligand were synthesized and characterized for the first time through tuning of the dimensionality of interpenetration. The interpenetration dimensionality significantly influences the properties including the porosity, gas-uptake capacity, and fluorescent sensing ability: UPC-19 with 5-fold interpenetration is nonporous, whereas the 3-fold interpenetration form of UPC-20 is porous and exhibits selective adsorption of CO2 and fluorescent sensing of Cu2+ and Fe3+ through fluorescence quenching.
• Tunable Luminescent Lanthanide Supramolecular Assembly Based on Photoreaction of Anthracene
  作者：Yan Zhou、Heng-Yi Zhang、Zhi-Yuan Zhang、Yu Liu

  DOI：10.1021/jacs.7b03153

  日期：2017.5.31

  Lanthanide luminescence materials generally show great superiority in light-emitting materials, gaining increasingly exploration in the design of advanced functional materials. Herein, we prepared a supramolecular assembly via the coordination of a host molecule (1) and dilanthanide metal. Compound 1 possesses a 9,10-diphenylanthracene (ant) core with photosensitivity and terminal terpyridine (tpy), containing two-arm dibenzo-24-crown-8. The assembly could exhibit excellent lanthanide luminescence after undergoing a photoreaction from anthracene unit in 1. Significantly, the luminescence of the assembly could be reversibly switched on and off through a regulable photoreaction upon light irradiation or heating. The multiple functional behavior combined with the ease of assembly reveals that this photo/thermo-controlled lanthanide luminescence supramolecular polymer design method offers a convenient pathway for future engineering of multi-stimuli-responsive materials.