10-butyl-10H-phenothiazine-3,7-dicarbaldehyde | 1400277-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 10-butyl-10H-phenothiazine-3,7-dicarbaldehyde
• 英文别名: 10-butylphenothiazine-3,7-dicarbaldehyde
• CAS: 1400277-96-4
• 化学式: C₁₈H₁₇NO₂S
• 分子量: 311.404
• InChiKey: GXIOZCPYWPANBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (7-甲基-2-氧代-2H-吡喃-4-基)乙酸 、 10-butyl-10H-phenothiazine-3,7-dicarbaldehyde 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 51.25h， 生成 4-(2-(10-butyl-7-(2-(7-methyl-coumarin-4-yl)vinyl)-10H-phenothiazin-3-yl)vinyl)-7-methylcoumarin
  参考文献：
  名称：

  Synthesis and photophysical study of novel coumarin based styryl dyes

  摘要：

  New organic dyes comprising phenothiazine, carbazole, indole, diphenylamine moieties, as the electron donors, and coumarin ring as the electron acceptor through ethylenic pi bridge were synthesized and characterized. The reaction of different coumarin-4-acetic acids with phenothiazine-3-carbaldehyde in the presence of piperidine in methanol gives highly fluorescent styryl derivatives having cis configuration of ethylenic double bond. Under similar conditions 7-methylcoumarin-4-acetic acid was condensed with indole-3-carbaldehyde, carbazole-3-carbaldehyde, and diphenyl amine aldehyde to give different styryl derivatives with trans configuration of ethylenic double bond. Synthesized compounds were also studied for photophysical properties and show solvatochromism. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.04.018
• 作为产物：
  描述：

  吩噻嗪 在 sodium hydride 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 10-butyl-10H-phenothiazine-3,7-dicarbaldehyde
  参考文献：
  名称：

  1,4,5-三苯基咪唑-吩噻嗪荧光团的合成及发光性能

  摘要：

  通过将 1,4,5-三苯基咪唑部分接枝到 1,4,5-三苯基咪唑的 3-和 3,7-位上，合成了两种以 1,4,5-三苯基咪唑为电子传输单元和吩噻嗪为空穴传输单元的蓝色供体-受体荧光团。吩噻嗪核心并通过光谱方法进行表征。系统地研究了它们的热稳定性、光物理、电化学和电致发光性质。这些化合物表现出良好的热稳定性，并在二氯甲烷溶液和薄膜中显示蓝色发射。通过使用这些荧光团作为 1,3-bis( N-咔唑基）苯主体，其中由含有两个1,4,5-三苯基咪唑部分的荧光团制成的器件表现出蓝色发射，亮度为648 cd/m 2，外量子效率为1.48%。

  DOI：

  10.1007/s10895-022-02989-0

文献信息

• Phenothiazine-based organic dyes with two anchoring groups on TiO2 for highly efficient visible light-induced water splitting
  作者：Jeho Lee、Jiwon Kwak、Kyoung Chul Ko、Ji Hoon Park、Ju Hong Ko、Nojin Park、Eunchul Kim、Do Hyun Ryu、Tae Kyu Ahn、Jin Yong Lee、Seung Uk Son

  DOI：10.1039/c2cc36501d

  日期：——

  New phenothiazine-based organic dyes with two anchoring groups at 3,7 positions and systematic alkyl chains on nitrogen were prepared. Their TiO2–Pt composites showed excellent photo-catalytic activities in visible light-induced water splitting. Interestingly, phenothiazine dyes with longer alkyl chains showed better stability in catalytic systems.

  新型噻嗪类有机染料在3,7位引入了两个锚定基团，并在氮原子上系统性地添加了烷基链。它们的TiO2–Pt复合材料在可见光诱导的水分解中表现出优异的光催化活性。有趣的是，具有较长烷基链的噻嗪染料在催化系统中表现出更好的稳定性。
• Photocatalysis by Phenothiazine Dyes: Visible-Light-Driven Oxidative Coupling of Primary Amines at Ambient Temperature
  作者：Ji Hoon Park、Kyoung Chul Ko、Eunchul Kim、Nojin Park、Ju Hong Ko、Do Hyun Ryu、Tae Kyu Ahn、Jin Yong Lee、Seung Uk Son

  DOI：10.1021/ol302584y

  日期：2012.11.2

  New phenothiazine based organic dyes were prepared for visible-light-driven organic transformations. The 3,7-disubstituted phenothiazine derivatives showed visible light absorption and reversible one-electron oxidation behavior. In the presence of 0.5 mol % of 3,7-disubstituted phenothiazines, primary benzylamines showed oxidative coupling under visible light irradiation from a blue LED. The electronic effect of substituents in phenothiazine dyes was observed in catalytic activities. The mechanistic pathway of oxidative coupling was discussed based on the detection of H2O2 after the reaction.