3,5-diphenylbenzo[b]thiophene | 1236313-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3,5-diphenylbenzo[b]thiophene
• 英文别名: 3,5-Diphenyl-1-benzothiophene；3,5-diphenyl-1-benzothiophene
• CAS: 1236313-24-8
• 化学式: C₂₀H₁₄S
• 分子量: 286.397
• InChiKey: ISNDTYSRCMUJGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  21
• 可旋转键数：
  2
• 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：

  碘苯 、 5-苯并噻吩硼酸 在 四(三苯基膦)钯 、 5%-palladium/activated carbon 、 sodium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 3,5-diphenylbenzo[b]thiophene
  参考文献：
  名称：

  的Pd / C作为完全的区域选择性℃的催化剂？在温和条件下噻吩的H功能化

  摘要：

  通过在温和的反应条件下使用Pd / C作为不带配体或添加剂的非均相催化剂，可以实现噻吩和苯并[ b ]噻吩的完全C3选择性芳基化。该转化的实用性通过显着的官能团耐受性和反应对H 2 O和空气的不敏感性得到证明。该方法也适用于含氮和氧的杂环，产生相应的C2芳基化产物。三相试验以及汞中毒和热过滤试验表明，催化活性物质在性质上是异质的。

  DOI：

  10.1002/anie.201309305

文献信息

• LIGHT-EMITTING ELEMENT MATERIAL AND LIGHT-EMITTING ELEMENT
  申请人：Toray Industries, Inc.

  公开号：EP2383813A1

  公开（公告）日：2011-11-02

  Disclosed is a light-emitting element which has high luminous efficiency and excellent durability. Specifically disclosed is a light-emitting which comprises at least a light-emitting layer between a positive electrode and a negative electrode, and emits light by electrical energy. The light-emitting element is characterized by containing a naphthacene compound that has a specific structure and organic fluorescent substance that has a fluorescence peak wavelength of not less than 500nm but not more than 690 nm.

  所公开的是一种发光效率高、耐用性好的发光元件。具体而言，本发明公开了一种发光元件，它至少包括一个位于正极和负极之间的发光层，通过电能发光。该发光元件的特点是含有具有特定结构的萘化合物和有机荧光物质，其荧光峰值波长不小于 500nm 但不大于 690nm。
• Palladium-Catalyzed Phosphine-Free Direct C–H Arylation of Benzothiophenes and Benzofurans Involving MIDA Boronates
  作者：Mengmeng Huang、Yangjie Wu、Zhiwei Wang、Yabo Li、Beiqi Yan

  DOI：10.1055/s-0034-1379606

  日期：——

  With high regioselectivity, a series of benzoheterocyclic compounds were synthesized via palladiium-catalyzed phosphine-free C-H arylation of benzothiophenes/benzofurans with aryl MIDA boronates at 30-50 degrees C in moderate to excellent yields. MIDA boronates were used in C-H arylation of heterocycles for the first time. Under the optimal conditions, the benzothiophenes could be transformed into the beta-arylbenzothiophenes, and the benzofurans gave only alpha-aryl-substituted products.
• Completely Regioselective Direct C–H Functionalization of Benzo[<i>b</i>]thiophenes Using a Simple Heterogeneous Catalyst
  作者：Dan-Tam D. Tang、Karl D. Collins、Frank Glorius

  DOI：10.1021/ja403130g

  日期：2013.5.22

  The first completely selective C3 C-H arylation of benzo[b]thiophenes is reported, demonstrating previously unexploited reactivity of palladium. Benzo[b]thiophenes are coupled with readily available aryl chlorides using a ligand-free, dual catalytic system of heterogeneous Pd/C and CuCl. The reaction is operationally simple and insensitive to air and moisture, and it provides valuable products with complete selectivity. Significant investigations into the nature of the active catalytic species and mechanistic considerations are discussed.
• Pd/C as a Catalyst for Completely Regioselective CH Functionalization of Thiophenes under Mild Conditions
  作者：Dan-Tam D. Tang、Karl D. Collins、Johannes B. Ernst、Frank Glorius

  DOI：10.1002/anie.201309305

  日期：2014.2.10

  The completely C3‐selective arylation of thiophenes and benzo[b]thiophenes was achieved by using Pd/C as a heterogeneous catalyst without ligands or additives under mild reaction conditions. The practicability of this transformation is demonstrated by notable functional group tolerance and the insensitivity of the reaction to H2O and air. This method is also applicable to nitrogen‐ and oxygen‐containing

  通过在温和的反应条件下使用Pd / C作为不带配体或添加剂的非均相催化剂，可以实现噻吩和苯并[ b ]噻吩的完全C3选择性芳基化。该转化的实用性通过显着的官能团耐受性和反应对H 2 O和空气的不敏感性得到证明。该方法也适用于含氮和氧的杂环，产生相应的C2芳基化产物。三相试验以及汞中毒和热过滤试验表明，催化活性物质在性质上是异质的。