3,6-Diphenylbenzene-1,2,4,5-tetrol | 1007228-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,6-Diphenylbenzene-1,2,4,5-tetrol
• 英文别名: 3,6-diphenylbenzene-1,2,4,5-tetrol
• CAS: 1007228-55-8
• 化学式: C₁₈H₁₄O₄
• 分子量: 294.307
• InChiKey: WITIFFCSZRKCIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(n-hexyloxy)benzeneboronic acid 、 3,6-Diphenylbenzene-1,2,4,5-tetrol 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 2,6-bis(2-(hexyloxy)phenyl)-4,8-diphenylbenzo[1,2-d:4,5-d']bis([1,3,2]dioxaborole)
  参考文献：
  名称：

  Synthesis of cyclic compounds consisting of face-to-face p-oligophenyls

  摘要：

  Facile synthesis of xanthene-based pi-stacked compounds consisting of face-to-face p-oligophenyls has been described. Just by mixing xanthene-4,5-diboronic acid and p-oligophenyls containing a benzenetetraol unit yielded cyclic compounds selectively due to the reversibility of the boronate esterification. In the ground state, weak pi-pi interactions between two p-oligophenyl moieties were observed, whereas their pi-pi interactions were clearly shown in the excited state. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.093
• 作为产物：
  描述：

  1,4-dibromo-2,3,5,6-tetramethoxybenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 三溴化硼 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 27.0h， 生成 3,6-Diphenylbenzene-1,2,4,5-tetrol
  参考文献：
  名称：

  Synthesis of cyclic compounds consisting of face-to-face p-oligophenyls

  摘要：

  Facile synthesis of xanthene-based pi-stacked compounds consisting of face-to-face p-oligophenyls has been described. Just by mixing xanthene-4,5-diboronic acid and p-oligophenyls containing a benzenetetraol unit yielded cyclic compounds selectively due to the reversibility of the boronate esterification. In the ground state, weak pi-pi interactions between two p-oligophenyl moieties were observed, whereas their pi-pi interactions were clearly shown in the excited state. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.093

文献信息

• Synthesis and metalation of polycatechol nanohoops derived from fluorocycloparaphenylenes
  作者：Ashlyn A. Kamin、Tara D. Clayton、Claire E. Otteson、Paige M. Gannon、Sebastian Krajewski、Werner Kaminsky、Ramesh Jasti、Dianne J. Xiao

  DOI：10.1039/d3sc03561a

  日期：——

  unique topology and distinct physical properties, cycloparaphenylenes (CPPs) are attractive building blocks for new materials synthesis. While both noncovalent interactions and irreversible covalent bonds have been used to link CPP monomers into extended materials, a coordination chemistry approach remains less explored. Here we show that nucleophilic aromatic substitution reactions can be leveraged to rapidly

  由于其独特的拓扑结构和独特的物理性质，环对亚苯基（CPP）是新材料合成中有吸引力的构建单元。虽然非共价相互作用和不可逆共价键已被用于将 CPP 单体连接成扩展材料，但配位化学方法的探索仍然较少。在这里，我们表明可以利用亲核芳香族取代反应将供体基团（-OR、-SR）快速引入到多氟化 CPP 环上。甲醇取代的 CPP 的去甲基化产生聚儿茶酚纳米环配体，该配体很容易金属化以产生明确的多金属 CPP 配合物。由于儿茶酚是整个配位化学和动态共价化学中反复出现的基序，因此本文报道的聚儿茶酚纳米环为自下而上合成原子级精确的 CPP 材料的新策略打开了大门。