N-4-chlorobenzylidenequinoline-8-amine | 226386-56-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-4-chlorobenzylidenequinoline-8-amine
• 英文别名: 1-(4-chlorophenyl)-N-quinolin-8-ylmethanimine
• CAS: 226386-56-7
• 化学式: C₁₆H₁₁ClN₂
• 分子量: 266.73
• InChiKey: SWFOSDADIDTOIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 N-4-chlorobenzylidenequinoline-8-amine 以 甲醇 为溶剂， 反应 13.0h， 以60%的产率得到{[N-4-chlorobenzylidenequinolin-8-amine]-(p-cymene)-chloro-ruthenium(II)} chloride
  参考文献：
  名称：

  Performance improvement of Ru II complexes pyridinyl backbone on dye-sensitized solar cells (DSSC)

  摘要：

  Two new series of Ru-II complexes (6-10 bearing an imine bond and 16-20 bearing a sulfonamidate fragment) based 8-aminoquinoline backbone were prepared and characterized by NMR. FT-IR, elemental analysis, UV-vis, CV etc. and tested as a photoactive dye for dye-sensitized solar cells (DSSC).The performance of the Ru-II-arene containing imine bond complex types (6-10) as a dye on DSSCs produced cells with power conversion efficiencies (PCEs) of around 0.03-0.10%. The [(N-Quinoline-8-yl-benzenesulfonamido)(p-cyrnene)chlororuthenium(II)] (SD-E1311) complex, which we previously produced was tested instead of the complexes bearing the imine bond (6-10) and its PCE for SD-E1311 was found as 0.12%. Herein, the increase of the Voc is quite interesting and, for this reason, the sulfonamidate based complexes were selected for the backbone structure.To enhance immobilization to the titanium oxide layer and solubility and electron injection of the corresponding excited dye on the DSSC process, 2,2'-bipyridine-4,4'-dicarboxylic acid as the anchor group and thiocyanate ligands were selected instead of p-cyrnene and chloro ligands over the sulfonamidate complex. Then, the photoactive dye properties of the new Re complexes (16-20) were investigated and the results showed that the 16-20 dyes bearing sulfonamidate, carboxylic anchoring and thiocyanate fragments benefited the short-circuit current and the open-circuit voltage, and had PCEs of 1.26%, 1.08%, 1.58%, 0.90% and 1.36% under A1141.5G irradiation, respectively. The working devices, results also show that the 16-20 dyes demonstrated average performances with a PCEmax of 1.58% which was occurred with 18 complex. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2018.01.021
• 作为产物：
  描述：

  8-氨基喹啉 、 4-氯苯甲醛 以 甲苯 为溶剂， 生成 N-4-chlorobenzylidenequinoline-8-amine
  参考文献：
  名称：

  铜（ii）催化N-芳基亚胺的三氟甲基化†

  摘要：

  亚胺三氟甲基化的方法非常重要，因为具有三氟甲基化立体异构中心的胺是合成化学和药物发现的有用组成部分。在这里，我们描述了一种新的铜（II）催化的亚胺三氟甲基化方法，该方法不使用路易斯碱活化剂，大概是通过协同活化。

  DOI：

  10.1039/c3ob41283k