2-((2-chloro-8-methylquinolin-3-yl)methylene)malononitrile

• 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: 2-((2-chloro-8-methylquinolin-3-yl)methylene)malononitrile
• 英文别名: 2-[(2-Chloro-8-methylquinolin-3-yl)methylidene]propanedinitrile
• 化学式: C₁₄H₈ClN₃
• mdl: MFCD02227058
• 分子量: 253.691
• InChiKey: ZVRBNESOYYPXEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-8-甲基喹啉-3-甲醛 、 丙二腈 在 interstitial nitrogen-doped TiO₂ nanotube 作用下， 以 乙醇 为溶剂， 以96 %的产率得到2-((2-chloro-8-methylquinolin-3-yl)methylene)malononitrile
  参考文献：
  名称：

  Nitrogen‐Doped TiO ₂ Nanotubes‐Catalyzed Synthesis of Small D‐π‐A‐Type Knoevenagel Adducts and β‐Enaminones

  摘要：

  AbstractFor the first time, interstitial nitrogen‐doped TiO2 nanotubes (INDTNTs) have been utilized as heterogeneous green catalysts for the synthesis of D‐π‐A‐type Knoevenagel adducts (3) and β‐enaminones (6). Notable advantages of the present method include its wide substrate scope, low catalyst loading, avoiding the use of hazardous bases and solvents, products do not require chromatographic purification, high yields, catalyst reusability, etc. The optimized catalyst, INDTNTs‐4 has been characterized by XRD, HRTEM, and XPS techniques. The photophysical and electrochemical properties of D‐π‐A‐type 3 and 6 have been evaluated. The study revealed that the colour tunability (cold white light to orange light) and the HOMO/LUMO levels depend mainly on the presence of various electron donating and withdrawing groups on the aromatic/heteroaromatic rings of 3 and 6. The results indicate that the D‐π‐A‐type 3 and 6 could be promising materials for the fabrication of optoelectronic devices.

  DOI：

  10.1002/ejoc.202300032

文献信息

• Nitrogen‐Doped TiO ₂ Nanotubes‐Catalyzed Synthesis of Small D‐π‐A‐Type Knoevenagel Adducts and β‐Enaminones
  作者：Shaik Sultana、Godugu Kumar、Loka Subramanyam Sarma、Vemula Venkatramu、Nallagondu Chinna Gangi Reddy

  DOI：10.1002/ejoc.202300032

  日期：2023.3.7

  AbstractFor the first time, interstitial nitrogen‐doped TiO2 nanotubes (INDTNTs) have been utilized as heterogeneous green catalysts for the synthesis of D‐π‐A‐type Knoevenagel adducts (3) and β‐enaminones (6). Notable advantages of the present method include its wide substrate scope, low catalyst loading, avoiding the use of hazardous bases and solvents, products do not require chromatographic purification, high yields, catalyst reusability, etc. The optimized catalyst, INDTNTs‐4 has been characterized by XRD, HRTEM, and XPS techniques. The photophysical and electrochemical properties of D‐π‐A‐type 3 and 6 have been evaluated. The study revealed that the colour tunability (cold white light to orange light) and the HOMO/LUMO levels depend mainly on the presence of various electron donating and withdrawing groups on the aromatic/heteroaromatic rings of 3 and 6. The results indicate that the D‐π‐A‐type 3 and 6 could be promising materials for the fabrication of optoelectronic devices.