2,3,6,7,14,15-hexanitrotriptycene | 55805-80-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,3,6,7,14,15-hexanitrotriptycene
• 英文别名: hexanitrotriptycene；Ansbveyehxrssr-uhfffaoysa-；4,5,11,12,17,18-hexanitropentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
• CAS: 55805-80-6
• 化学式: C₂₀H₈N₆O₁₂
• 分子量: 524.317
• InChiKey: ANSBVEYEHXRSSR-UHFFFAOYSA-N

物化性质

• 熔点：
  113 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  723.3±60.0 °C(Predicted)
• 密度：
  1.849±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  38
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  275
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,3,6,7,14,15-hexanitrotriptycene 在 镍 一水合肼 作用下， 生成 2,3,6,7,14,15-六氨基三蝶烯
  参考文献：
  名称：

  Shalaev,V.K. et al., Journal of Organic Chemistry USSR (English Translation), 1976, vol. 12, p. 185 - 190

  摘要：

  DOI：
• 作为产物：
  描述：

  三蝶烯 在 硝酸 作用下， 反应 4.0h， 生成 2,3,6,7,14,15-hexanitrotriptycene
  参考文献：
  名称：

  A triptycene-based porous hydrogen-bonded organic framework for guest incorporation with tailored fitting

  摘要：

  通过采用强大且非共面的构建块策略，构建了一种三苯基基于氢键的有机框架，几乎没有牺牲分子表面，并且能够在通道中高浓度地包含C60分子并进行定制拟合。

  DOI：

  10.1039/c7cc00557a

文献信息

• Functionalized metallonanobelt derivatives having quinoxaline scaffold prepared from a common precursor
  作者：Yoko Sakata、Yoshiki Furukawa、Shigehisa Akine

  DOI：10.1016/j.tetlet.2019.06.057

  日期：2019.8

  Synthesis of functionalized pentamer metallonanobelts was accomplished by using a series of triptycene ligands, which were synthesized by quinoxaline formation from 2,3,6,7,14,15-hexaaminotriptycene (1) as a common precursor. It was also found that two kinds of template-bound metal complexes were selectively formed by changing the ratio of Pd2+/ligand.

  官能化五聚体金属铝带的合成是通过使用一系列三茂铁配体完成的，这些配体是由喹喔啉从2,3,6,7,14,15-六氨基三茂铁（1）作为常见前体形成的。还发现通过改变Pd 2+ /配体的比例选择性地形成两种模板结合的金属配合物。
• Anhydrous proton conduction in porous organic networks
  作者：C. Klumpen、S. Winterstein、G. Papastavrou、J. Senker

  DOI：10.1039/c8ta07822j

  日期：——

  proton conductivity for six porous organic networks (PONs) loaded with imidazole via gas phase adsorption. The resulting materials were thoroughly characterized by multinuclear NMR and IR spectroscopy and physisorption as well as powder X-ray diffraction and DSC experiments, revealing homogeneous distribution of the amphoteric guests within the pore structure. Electrochemical impedance spectroscopy up

  燃料电池中的固体电解质隔板可实现高效的电荷传输，并防止两个半电池之间发生质量旁路。诸如Nafion之类的水合系统在环境温度下可达到前所未有的质子传导性，但苛刻的湿度管理阻止了它们在80°C以上的温度下使用，从而限制了当前基于聚合物的系统的效率。因此，人们非常关注在100°C至200°C之间具有优异电导率的无水且化学惰性的固体材料。一种有前途的方法是将较重的两性分子结合到微孔和中孔骨架中。较强的主客互动使得温度更高，同时仍保持足够的机动性和有效的运输途径。在这里，我们进行了一项系统的研究，调查了孔隙度的影响，通过气相吸附。所得材料通过多核NMR和IR光谱和物理吸附以及粉末X射线衍射和DSC实验进行了彻底表征，揭示了两性客体在孔结构内的均匀分布。高达130°C的电化学阻抗谱显示出高达10 -3 S cm -1的出色电导率在无水条件下。我们发现3D网络有利于高咪唑负载，从而基于Grotthuss
• Towards a self-assembled honeycomb structure via diaminotriptycene metal complexes
  作者：Qian Liang、Jonathan H. Chong、Nicholas G. White、Zhen Zhao、Mark J. MacLachlan

  DOI：10.1039/c3dt51330k

  日期：——

  We illustrate a new approach toward the synthesis of a porous supramolecular honeycomb based on triptycene. A coordination polymer has been prepared where the triptycene groups are linked through triptycenesemiquinonediimine platinum complexes, but the product is disordered rather than the intended honeycomb structure. A model platinum complex and its 15N-labeled isotopomer have been prepared and characterized.

  我们展示了一种基于三庚烯合成多孔超分子蜂窝的新方法。我们制备了一种配位聚合物，其中的三庚烯基团通过三庚烯-泛醌二亚胺铂络合物连接，但产物是无序的，而不是预期的蜂窝结构。我们制备了一种模型铂络合物及其 15N 标记的异构体，并对其进行了表征。
• A benzoquinone-derived porous hydrophenazine framework for efficient and reversible iodine capture
  作者：Kecheng Jie、Hao Chen、Pengfei Zhang、Wei Guo、Meijun Li、Zhenzhen Yang、Sheng Dai

  DOI：10.1039/c8cc07529h

  日期：——

  A type of benzoquinone-derived porous organic polymer with hydrophenazine linkages, porous hydrophenazine frameworks, has been developed.

  一种由苯醌衍生的多孔有机聚合物，具有氢吩嗪连接，被称为多孔氢吩嗪框架。
• Hexaguanidino‐Triptycenes and Triphenylenes: Electronic Coupling in Molecules Containing Three Redox‐Active <i>o</i>‐Diguanidinobenzene Units Connected either Directly or Interacting Through Homoconjugation
  作者：Sebastian Haaf、Eliane Engels、Elisabeth Kaifer、Hans‐Jörg Himmel

  DOI：10.1002/chem.202301903

  日期：2024.1.2

  Novel redox‐active hexaguanidine molecules with multiple redox states were synthesized by connecting three o‐diguanidinobenzene units. In 2,3,6,7,14,15‐hexaguanidino‐triptycenes, the three redox‐active o‐diguanidinobenzene units are connected through C−C bonds to the sp³‐hybridized bridgehead C atoms, and in 2,3,6,7,10,11‐hexaguanidino‐triphenylenes they are directly connected. The connectivity difference leads to different electronic coupling between the three redox‐active o‐diguanidinobenzene units, with homoconjugation being present in the triptycene, but not in the triphenylene compounds. Motivated by the appearance of an intense low‐energy electronic transition, we especially analysed the effect of homoconjugation on the electronic structure and charge delocalization in the dicationic redox state of the triptycene derivatives. Then, several trinuclear high‐spin cobalt (and copper) complexes were synthesized with the triphenylene and triptycene ligands, and the magnetic coupling and redox properties analysed. By choice of the coligands (hexafluoroacetylacetonate, trifluoroacetylacetonate and acetylacetonate), oxidation could be switched between metal‐ and ligand‐centered redox events, leading to drastic changes in the magnetic or optical properties, especially as a consequence of homoconjugation in the triptycene derivatives.

  摘要通过连接三个邻二胍基苯单元，合成了具有多种氧化还原状态的新型氧化还原活性六胍分子。在 2,3,6,7,14,15-六胍基三苯乙烯中，三个具有氧化还原活性的邻二胍基苯单元通过 C-C 键与 sp3 杂化桥头 C 原子相连，而在 2,3,6,7,10,11-六胍基三苯乙烯中，它们是直接相连的。连接性的差异导致三个具有氧化还原作用的邻二胍基苯单元之间产生不同的电子耦合，在三庚烯化合物中存在同源共轭，而在三亚苯化合物中则不存在。由于出现了强烈的低能电子转变，我们特别分析了同共轭作用对三庚烯衍生物二阳离子氧化还原态的电子结构和电荷分离的影响。然后，我们用三亚苯和三庚烯配体合成了几种三核高自旋钴（和铜）配合物，并分析了它们的磁耦合和氧化还原特性。通过选择配体（六氟乙酰丙酮酸盐、三氟乙酰丙酮酸盐和乙酰丙酮酸盐），氧化作用可以在以金属为中心和以配体为中心的氧化还原事件之间切换，从而导致磁性或光学性质的急剧变化，尤其是三庚烯衍生物中的同位共轭作用。