4-(1-(4-(dimethylamino)phenyl)-2-(thiophen-2-yl)vinyl)-N,N-dimethylbenzenamine | 1008756-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(1-(4-(dimethylamino)phenyl)-2-(thiophen-2-yl)vinyl)-N,N-dimethylbenzenamine
• 英文别名: 4-[1-[4-(dimethylamino)phenyl]-2-thiophen-2-ylethenyl]-N,N-dimethylaniline
• CAS: 1008756-41-9
• 化学式: C₂₂H₂₄N₂S
• 分子量: 348.512
• InChiKey: PNGDGECQWXTEKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-(4-(dimethylamino)phenyl)-2-(thiophen-2-yl)vinyl)-N,N-dimethylbenzenamine 在 哌啶 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成
  参考文献：
  名称：

  基于N，N-二甲基芳基胺和若丹明3-乙酸的2D-A型有机染料，用于染料敏化太阳能电池

  摘要：

  三种有机染料XS17 - 19基于Ñ，Ñ -dimethylaryl胺和罗丹明-3-乙酸部分被设计并合成。这些染料通过标准操作应用于纳米TiO 2染料敏化的纳米晶太阳能电池，在约320–650 nm处显示出很强的吸收带，并表现出广泛的IPCE响应。基于XS17的电池的J sc为3.7 mA / cm 2，开路电压为550 mV，填充系数为0.68，对应于1.4％的总转换效率。较低的总体转换效率是由于IPCE和V oc较低 值，主要来自若丹宁-3-乙酸的受体。

  DOI：

  10.1002/cjoc.201190066
• 作为产物：
  描述：

  1-(噻吩-2-基)-2,2-二溴乙烯 、 4-(N,N-二甲氨基)苯硼酸频那醇酯 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 45.0h， 以91%的产率得到4-(1-(4-(dimethylamino)phenyl)-2-(thiophen-2-yl)vinyl)-N,N-dimethylbenzenamine
  参考文献：
  名称：

  Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions

  摘要：

  Thiophene derivatives with multiple substitutions are prepared from vinylidene bromide, which is synthesized by the reaction of thiophene-2-carboxaldehyde with carbon tetrabromide in the presence of PPh(3), as a core molecule through several coupling reactions such as Suzuki-Miyaura coupling and palladium-catalyzed CH arylation. The reactions with a wide variety of organic halides lead to a series of substituted thiophene derivatives in moderate to good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.010

文献信息

• Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions
  作者：Nobumichi Arai、Takayuki Miyaoku、Shota Teruya、Atsunori Mori

  DOI：10.1016/j.tetlet.2007.12.010

  日期：2008.2

  Thiophene derivatives with multiple substitutions are prepared from vinylidene bromide, which is synthesized by the reaction of thiophene-2-carboxaldehyde with carbon tetrabromide in the presence of PPh(3), as a core molecule through several coupling reactions such as Suzuki-Miyaura coupling and palladium-catalyzed CH arylation. The reactions with a wide variety of organic halides lead to a series of substituted thiophene derivatives in moderate to good yields. (c) 2007 Elsevier Ltd. All rights reserved.
• 2D-Π-A Type Organic Dyes Based on N,N-Dimethylaryl Amine and Rhodamine-3-acetic Acid for Dye-sensitized Solar Cells
  作者：Kai Tang、Mao Liang、Yongkang Liu、Zhe Sun、Song Xue

  DOI：10.1002/cjoc.201190066

  日期：2011.1

  Three organic dyes XS17–19 based on N,N‐dimethylaryl amine and rhodamine‐3‐acetic acid moieties are designed and synthesized. These dyes were applied into nanocrystalline TiO2 dye‐sensitized solar cells through standard operations, showing strong absorption bands at around 320–650 nm, and exhibiting broad IPCE responses. Cell based on XS17 gave a Jsc of 3.7 mA/cm2, an open circuit voltage of 550 mV

  三种有机染料XS17 - 19基于Ñ，Ñ -dimethylaryl胺和罗丹明-3-乙酸部分被设计并合成。这些染料通过标准操作应用于纳米TiO 2染料敏化的纳米晶太阳能电池，在约320–650 nm处显示出很强的吸收带，并表现出广泛的IPCE响应。基于XS17的电池的J sc为3.7 mA / cm 2，开路电压为550 mV，填充系数为0.68，对应于1.4％的总转换效率。较低的总体转换效率是由于IPCE和V oc较低 值，主要来自若丹宁-3-乙酸的受体。