2,3-Dihydroxopyrazino[2,3-f][1,10]phenanthroline | 1446102-57-3

• 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-Dihydroxopyrazino[2,3-f][1,10]phenanthroline
• 英文别名: 1,4-Dihydropyrazino[2,3-f][1,10]phenanthroline-2,3-dione
• CAS: 1446102-57-3
• 化学式: C₁₄H₈N₄O₂
• 分子量: 264.243
• InChiKey: HQTRAHYBMSVCOY-UHFFFAOYSA-N

物化性质

• 密度：
  1.501±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 bis(4,4'-dimethyl-2,2'-bipyridine)dichlororuthenium(II) 、 2,3-Dihydroxopyrazino[2,3-f][1,10]phenanthroline 以 乙醇 为溶剂， 反应 8.0h， 以70%的产率得到[Ru(4,4-dimethyl-2,2′-bipyridine)2(2,3-dihydroxopyrazino[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：

  1,10-邻二氮杂菲-5,6-二酮 以 乙醇 、 水 为溶剂， 反应 10.0h， 生成 2,3-Dihydroxopyrazino[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

• 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
  作者：Angélica Francois、Ramiro Díaz、Angélica Ramírez、Bárbara Loeb、Mauricio Barrera、Irma Crivelli

  DOI：10.1016/j.poly.2012.12.003

  日期：2013.3

  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.