tris(4-nitrophenyl)phenylethene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: tris(4-nitrophenyl)phenylethene
• 英文别名: Hoftpe3N；1-[2,2-bis(4-nitrophenyl)-1-phenylethenyl]-4-nitrobenzene
• 化学式: C₂₆H₁₇N₃O₆
• 分子量: 467.437
• InChiKey: KSFJUYWJRJFXNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,1,2,2-四苯乙烯 在 硝酸 、 溶剂黄146 作用下， 反应 16.0h， 以45%的产率得到tris(4-nitrophenyl)phenylethene
  参考文献：
  名称：

  使用氧化还原活性表面活性剂通过双极电解胶束破裂制备梯度和图案化有机薄膜

  摘要：

  由于双极电极 (BPE) 上的无线可控电位分布的有益特性，双极电化学可被视为选择性表面改性的有力方法。在此，我们报告了一种用于制备成型有机薄膜的双极电解胶束破碎 (BEMD) 系统。在 BPE 上具有 sigmoidal 电位梯度的 U 形双极电解系统产生了梯度薄膜，包括各种有趣的有机化合物，如可聚合单体、有机颜料和聚集诱导发射 (AIE) 分子。梯度特征通过紫外-可见吸收、厚度测量和表面形态分析表征。还使用圆柱形双极电解装置制造了相应的图案化薄膜，该装置能够在 BPE 上选择性地施加电位。这种简单的 BEMD 方法将为有机薄膜制备开辟一个长期的前景。

  DOI：

  10.1002/anie.202103233

文献信息

• Gas/Solid Reactions with Nitrogen Dioxide
  作者：Gerd Kaupp、Jens Schmeyers

  DOI：10.1021/jo00122a031

  日期：1995.9

  Numerous gas/solid reactions of nitrogen dioxide with organic substrates are investigated preparatively and mechanistically. Gaseous NO2 reacts with crystalline stable free radicals (nitroxyls 1, verdazyl 6) by electron transfer. The nitrite ions formed are irreversibly oxidized by NO2 via oxygen atom transfer. Solid cation nitrates are formed quantitatively. Thione bonds of thiohydantoins 8 are transformed to carbonyl bonds with formation of sulfur and NO presumably via nitrites as intermediates. Hydantoin 13 oxygenates at its free 5-methylene group via C-H abstraction and nitrite or it undergoes N-1 nitration via N-H abstraction depending on the conditions. Both reactions proceed quantitatively. 1,3-Oxazolidin-2-one (15) gives N-nitration and N-nitrosation with the NO produced. Nonenolized crystalline barbituric acids 17 are quantitatively nitrated (C-N bond formation with radicals) at their methylene groups. 4-Hydroxybenzaldehyde (19) and vanilline (22) give quantitative aromatic nitration (C-N bond formation with arenes) without melting. All possible regioisomers are formed. Solid 9-methylanthracene (26) gives a quantitative yield of its 10-nitro derivative 27. Crystalline anthracene (28) and gaseous NO2 yield 3 primary products 29 (cis; trans) and the new dimeric product 30 as well as the stable secondary products 31 and 32. The gas/solid tetranitration of tetraphenylethylene (33) is severely hindered by the water of reaction. However, a 95% yield of pure tetrakis(p-nitrophenyl)ethylene is obtained if the drying agent MgSO4 . 2H(2)O is admired and the product 34 extracted. The gas/solid procedures avoid solvents and fuming nitric acid. They give pure products without necessity for recrystallization in most cases and they avoid wastes. Atomic force microscopy (AFM) measurements on prominent faces of single crystals of 1a, 11a, 28, and 33 reveal phase rebuildings with well-directed long-range molecular transports. Nanoliquids were only present on (110) of 28. The characteristic AFM features are correlated with known X-ray crystal structure data and compared with previous results. The shape of the features depends on the molecular packing in the crystal bulk and on the molecular shapes. Molecular interpretations of the AFM features are given.