2,3-Diethoxycarbonylpyrazino[2,3-f][1,10]phenanthroline | 1446102-56-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2,3-Diethoxycarbonylpyrazino[2,3-f][1,10]phenanthroline
• 英文别名: Diethyl pyrazino[2,3-f][1,10]phenanthroline-2,3-dicarboxylate
• CAS: 1446102-56-2
• 化学式: C₂₀H₁₆N₄O₄
• 分子量: 376.371
• InChiKey: QCUXEKCFZPBLDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 bis(4,4'-dimethyl-2,2'-bipyridine)dichlororuthenium(II) 、 2,3-Diethoxycarbonylpyrazino[2,3-f][1,10]phenanthroline 以 乙醇 为溶剂， 反应 9.0h， 以66%的产率得到[Ru(4,4-dimethyl-2,2′-bipyridine)2(2,3-diethoxycarbonylpyrazino[2,3-f][1,10]phenanthroline)][PF6]2
  参考文献：
  名称：

  Evaluation of the potential effectiveness of ruthenium(II) complexes with 2,3-disubtituted pyrazino[2,3-f][1,10]phenanthroline anchors, R2ppl (R=CN, COOH, COOEt, OH) as sensitizers for solar cells

  摘要：

  The ligands of type pyrazino[2,34][1,10]phenanthroline, R(2)ppl, with R = CN, COOH, COOEt or OH, were synthesized and used as precursors for obtaining the corresponding series of complexes of type [Ru(dmbpy)(2)R(2)ppl](PF6)(2), where dmbpy is 4,4'-dimethyl-2,2'-bipyridine. The compounds were prepared, characterized, and studied by theoretical DFT calculations in order to evaluate their potentiality as dyes in photoelectrochemical cells.The electron acceptor capacity of the R(2)ppl ligands was evaluated by analyzing parameters such as electrophilicity and charge distribution on the reduced ligand. Additionally, the R substituents on R(2)ppl were evaluated as anchoring groups, by variables such as highest spin occupied molecular orbital (HSOMO). Finally, the I-T parameter was defined and calculated. This is related to the amount of energy that can be delivered to TiO2 from the acceptor anchoring ligand in the thexi state. According to this parameter, the [Ru(dmbpy)(2)(COOH)(2)ppl](PF6)(2) complex is predicted to have the best response, among the compounds of the series, when used as dye in a solar cell. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.12.003
• 作为产物：
  描述：

  吡嗪并[2,3-f][1,10]菲罗啉-2,3-二甲腈 在 氯化亚砜 作用下， 以 乙醇 、 硫酸 为溶剂， 反应 17.0h， 生成 2,3-Diethoxycarbonylpyrazino[2,3-f][1,10]phenanthroline
  参考文献：
  名称：

  Evaluation of the potential effectiveness of ruthenium(II) complexes with 2,3-disubtituted pyrazino[2,3-f][1,10]phenanthroline anchors, R2ppl (R=CN, COOH, COOEt, OH) as sensitizers for solar cells

  摘要：

  The ligands of type pyrazino[2,34][1,10]phenanthroline, R(2)ppl, with R = CN, COOH, COOEt or OH, were synthesized and used as precursors for obtaining the corresponding series of complexes of type [Ru(dmbpy)(2)R(2)ppl](PF6)(2), where dmbpy is 4,4'-dimethyl-2,2'-bipyridine. The compounds were prepared, characterized, and studied by theoretical DFT calculations in order to evaluate their potentiality as dyes in photoelectrochemical cells.The electron acceptor capacity of the R(2)ppl ligands was evaluated by analyzing parameters such as electrophilicity and charge distribution on the reduced ligand. Additionally, the R substituents on R(2)ppl were evaluated as anchoring groups, by variables such as highest spin occupied molecular orbital (HSOMO). Finally, the I-T parameter was defined and calculated. This is related to the amount of energy that can be delivered to TiO2 from the acceptor anchoring ligand in the thexi state. According to this parameter, the [Ru(dmbpy)(2)(COOH)(2)ppl](PF6)(2) complex is predicted to have the best response, among the compounds of the series, when used as dye in a solar cell. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.12.003

文献信息

• Burning Rate Performance Study of Ammonium Perchlorate Catalyzed by Heteroleptic Copper(I) Complexes with Pyrazino[2,3‐ <i>f</i> ][1,10]phenanthroline‐Based Ligands
  作者：Manuel A. Escobar、Cesar Morales‐Verdejo、Juan Luis Arroyo、Paulina Dreyse、Iván González、Iván Brito、Desmond MacLeod‐Carey、David Moreno da Costa、Alan R. Cabrera

  DOI：10.1002/ejic.202001092

  日期：2021.5.7

  heteroleptic Cu(I) complexes with pyrazino[2,3‐ f ][1,10]phenanthroline‐based ligands ( C1‐7 ) on the thermal decomposition of ammonium perchlorate (AP). The complexes C2 and C4‐7 were synthesized and characterized by NMR, HRMS and, in the case of C7 , by X‐ray diffraction. The burning rate performance of C1‐7 on thermal decomposition of AP was studied by differential scanning calorimetry technique. The effect

  该贡献描述了杂配性Cu（I）与吡嗪并[2,3-f] [1,10]菲咯啉基配体（C1-7）的配合物对高氯酸铵（AP）热分解的催化作用。合成了配合物C2和C4-7，并通过NMR，HRMS进行了表征，对于C7，则通过X射线衍射对其进行了表征。通过差示扫描量热技术研究了C1-7对AP热分解的燃烧速率性能。评估了抗衡离子类型，金属中心数和配体取代的影响。与纯AP相比，这些AP +复杂混合物可降低点火温度，并增加热分解过程中释放的热量。在配合物系列中，化合物C4表现出更高的催化作用，而C5则表现出最高的能量释放，
• A Family of Ir ^III Complexes with High Nonlinear Optical Response and Their Potential Use in Light‐Emitting Devices
  作者：Iván González、Diego Cortés‐Arriagada、Paulina Dreyse、Luis Sanhueza‐Vega、Isabelle Ledoux‐Rak、Daniel Andrade、Iván Brito、Alejandro Toro‐Labbé、Marco Soto‐Arriaza、Stefano Caramori、Bárbara Loeb

  DOI：10.1002/ejic.201500505

  日期：2015.10

  These compounds exhibit high second-order nonlinear optics (NLO) activity, especially, those with F2-ppy ligands; this substituent modulates the charge transfer, optimizing the NLO response. The compounds also show blueshifted emissions, both in solution and as a solid film, which is desirable for use in light-emitting devices. This is the first use of the synthesized complexes for application in the

  我们合成了一个新的 IrIII 复合物家族 [Ir(R1-ppy)2(R2-ppl)](PF6)，其中 R1-ppy = 2-苯基吡啶 (ppy) 或 2,4-二氟苯基吡啶 (F2-ppy) 和 R2 -ppl = 吡嗪基 [2,3-f][1,10] 菲咯啉 (ppl) 或 2,3-二乙氧基羰基吡嗪并 [2,3-f][1,10] 菲咯啉 (deeppl)。通过实验和理论表征复合物，注意到 R1 取代基对 HOMO 能级调节的重要性及其对电子特性的影响。这些化合物表现出较高的二阶非线性光学 (NLO) 活性，尤其是那些具有 F2-ppy 配体的化合物；该取代基调节电荷转移，优化 NLO 响应。这些化合物在溶液中和作为固体薄膜时也显示出蓝移发射，这对于用于发光器件是理想的。