2-(1,2,2-triphenylvinyl)thiophene

• 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: 2-(1,2,2-triphenylvinyl)thiophene
• 英文别名: 2-(1,2,2-Triphenylethenyl)thiophene；2-(1,2,2-triphenylethenyl)thiophene
• 化学式: C₂₄H₁₈S
• 分子量: 338.473
• InChiKey: OHSHBZYGSAJETN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  25
• 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：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯甲酮腙 在 三乙胺 、 六乙基亚磷酸胺 作用下， 以 四氢呋喃 、 乙醚 、 二甲基亚砜 为溶剂， 生成 2-(1,2,2-triphenylvinyl)thiophene
  参考文献：
  名称：

  New Applications of Hetaryl Thioketones for the Synthesis of Hetaryl-Substituted Ethenes via ‘Two-Fold Extrusion Reaction’

  摘要：

  A series of aryl/hetaryl thioketones was applied for the reactions with aryl/hetaryldiazomethanes yielding, after elimination of N-2, the corresponding thiiranes. The relatively unstable dihetaryldiazomethanes were generated in situ from the corresponding hydrazones by oxidation with DMSO. The obtained thiiranes were converted into tetraaryl/hetaryl-substituted ethenes in good yields by desulfurization performed with tris(diethylamino)phosphine ((Et2N)(3)P).

  DOI：

  10.3987/com-15-s(t)8

文献信息

• Synthesis of Tetraarylethene Luminogens by C−H Vinylation of Aromatic Compounds with Triazenes
  作者：Abdusalom A. Suleymanov、Martin Doll、Albert Ruggi、Rosario Scopelliti、Farzaneh Fadaei‐Tirani、Kay Severin

  DOI：10.1002/anie.201908755

  日期：2020.6.15

  Tetraarylethenes are obtained by acid‐induced coupling of vinyl triazenes with aromatic compounds. This new C−H activation route for the synthesis of aggregation‐induced emission luminogens is simple, fast, and versatile. It allows the direct grafting of triarylethenyl groups onto a variety of aromatic compounds, including heterocycles, supramolecular hosts, biologically relevant molecules, and commercial

  四烯酮是通过乙烯基三氮烯与芳族化合物的酸诱导偶联而获得的。用于聚集诱导的发射光致发光剂合成的这种新的CH活化路线简单，快速且用途广泛。它允许将三芳基乙烯基直接接枝到各种芳族化合物上，包括杂环，超分子主体，生物学上相关的分子和商业聚合物。
• Rational design of reversibly photochromic molecules with aggregation-induced emission by introducing photoactive thienyl and benzothienyl groups
  作者：Shasha Zhou、Sidan Guo、Weidong Liu、Qiaoying Yang、Huili Sun、Riqing Ding、Zhaosheng Qian、Hui Feng

  DOI：10.1039/d0tc02297g

  日期：——

  responsible for the reversible photochromism and photoinduced fluorescence switching, and the enlargement of the conjugation of the introduced photoactive units can significantly promote the cyclization reactions and the photochromic processes. The excellent performance of these photochromic molecules with aggregation-induced emission activity in a photoswitchable patterning paper and multiple encryption of

  具有固态荧光的可逆光致变色分子在涉及表面的各种实际应用中具有重要的价值和前景。在本文中，我们提出了通过将光活性噻吩基和苯并噻吩基引入AIE活性分子骨架来设计具有固态荧光的可逆光致变色分子的一般策略。噻吩基或苯并噻吩基与三苯乙烯的正确组合可以使分子具有独特的聚集诱导发射特性，以及固态时颜色和荧光的可逆光控变化。理论分析表明，光触发的环化和环还原反应是可逆的光致变色和光诱导的荧光转换的原因，引入的光活性单元的共轭作用的扩大可以显着促进环化反应和光致变色过程。这些光致变色分子在光敏可切换图案纸中具有聚集诱导的发射活性以及对钞票的防伪进行多次加密的出色性能，证明它们非常适合表面涉及的光控应用，例如信息存储和数据加密。
• New Applications of Hetaryl Thioketones for the Synthesis of Hetaryl-Substituted Ethenes via ‘Two-Fold Extrusion Reaction’
  作者：Heinz Heimgartner、Grzegorz Mlostoń、Katarzyna Urbaniak、Aneta Pawlak

  DOI：10.3987/com-15-s(t)8

  日期：——

  A series of aryl/hetaryl thioketones was applied for the reactions with aryl/hetaryldiazomethanes yielding, after elimination of N-2, the corresponding thiiranes. The relatively unstable dihetaryldiazomethanes were generated in situ from the corresponding hydrazones by oxidation with DMSO. The obtained thiiranes were converted into tetraaryl/hetaryl-substituted ethenes in good yields by desulfurization performed with tris(diethylamino)phosphine ((Et2N)(3)P).