2-phenylphenanthro[9,10-d]thiazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-phenylphenanthro[9,10-d]thiazole
• 英文别名: 2-Phenylphenanthro[9,10-d][1,3]thiazole；2-phenylphenanthro[9,10-d][1,3]thiazole
• 化学式: C₂₁H₁₃NS
• 分子量: 311.407
• InChiKey: VDJMKZBUVIMIKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-phenyl-phenanthro<9,10-e>-1,2,4-triazine 在 sulfur 作用下， 350.0 ℃ 、6.0 Pa 条件下， 反应 0.25h， 以68%的产率得到2-phenylphenanthro[9,10-d]thiazole
  参考文献：
  名称：

  缩合的1,2,4-三嗪的气相热解：通往杂环系统的有趣途径

  摘要：

  噻吩并[2,3- e ] [1,2,4]三嗪在气相中热解得到苄腈，异噻唑，哒嗪和噻吩并[2,3- d ]噻唑衍生物。苯并[1,2,4]三嗪和菲[9,10- e ] [1,2,4]三嗪衍生物通过与硫一起在350°C加热而相似地转化为相应的缩合噻唑。提出了这些热解转化的机理。

  DOI：

  10.1016/j.tet.2007.10.040

文献信息

• Synthesis of Redox-Active Phenanthrene-Fused Heteroarenes by Palladium-Catalyzed C–H Annulation
  作者：Jin Hyeok Jang、Seongmo Ahn、Soo Eun Park、Soeun Kim、Hye Ryung Byon、Jung Min Joo

  DOI：10.1021/acs.orglett.9b04545

  日期：2020.2.21

  Pd-catalyzed C-H annulation reactions of halo- and aryl-heteroarenes were developed using readily available o-bromobiaryls and o-dibromoaryls, respectively. A variety of five-membered heteroarenes rapidly provided the corresponding phenanthrene-fused heteroarenes, which led to the identification of phenanthro-pyrazole and thiazole as new, stable -2 V redox couples. The flexible syntheses and tunability

  分别使用容易获得的邻溴二芳基和邻二溴芳基开发了Pd催化的卤代芳基和芳基杂芳烃的CH环合反应。各种五元杂芳烃迅速提供了相应的菲稠杂芳烃，从而将菲咯并吡唑和噻唑鉴定为新的，稳定的-2 V氧化还原对。这些唑类稠合的菲在很宽的范围内具有灵活的合成能力和氧化还原电位的可调性，有望促进它们作为氧化还原活性有机功能材料的应用。
• HETEROCYCLIC DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE THEREOF
  申请人：Changchun Hyperions Technology Co., Ltd

  公开号：US20220173333A1

  公开（公告）日：2022-06-02

  Provided are a heterocyclic derivative and an organic electroluminescent device thereof, which relates to the field of organic photoelectric materials. The heterocyclic derivative of Formula I has high electron mobility and great hole blocking performance, and thus the organic electroluminescent device prepared by using the heterocyclic derivative as the electron transport region material, especially the hole blocking material, has low drive voltage and high luminous efficiency. The organic electroluminescent device can also include a hole transport region, and the hole transport region, especially the emissive auxiliary layer, contains the triarylamine compound of Formula II. Since the electron transport region and the hole transport region of the device can effectively balance carriers, which reduces the quenching of excitons and improves the recombination probability of carriers, the device shows low drive voltage and high luminous efficiency.