4-(4-(1H-imidazol-1-yl)phenyl)-3,5-dimethylisoxazole | 1437782-63-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(1H-imidazol-1-yl)phenyl)-3,5-dimethylisoxazole
• 英文别名: 4-(4-Imidazol-1-ylphenyl)-3,5-dimethyl-1,2-oxazole
• CAS: 1437782-63-2
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: WIIFOJKTEHGDQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-(1H-imidazol-1-yl)phenyl)-3,5-dimethylisoxazole 在 molybdenum hexacarbonyl 、 草酸 作用下， 以 水 、 乙腈 、 乙醇 为溶剂， 反应 7.0h， 以45%的产率得到
  参考文献：
  名称：

  Hydroxamate Anchors for Improved Photoconversion in Dye-Sensitized Solar Cells

  摘要：

  We present the first analysis of performance of hydroxamate linkers as compared to carboxylate and phosphonate groups when anchoring ruthenium-polypyriclyl dyes to TiO2 surfaces in dye-sensitized solar cells (DSSCs). The study provides fundamental insight into structure/function relationships that are critical for cell performance. Our DSSCs have been produced by using newly synthesized dye molecules and characterized by combining measurements and simulations of experimental current density-voltage (J-V) characteristic curves. We show that the choice of anchoring group has a direct effect on the overall sunlight-to-electricity conversion efficiency (eta), with hydroxamate anchors showing the best performance. Solar cells based on the pyridyl-hydroxamate complex exhibit higher efficiency since they suppress electron transfer from the photoanode to the electrolyte and have superior photoinjection characteristics. These findings suggest that hydroxamate anchoring groups should particularly valuable in DSSCs and photocatalytic applications based on molecular adsorbates covalently bound to semiconductor surfaces In contrast, analogous acetylacetonate anchors might undergo decomposition under similar conditions suggesting limited potential in future applications.

  DOI：

  10.1021/ic4010856
• 作为产物：
  描述：

  3,5-二甲基异恶唑-4-硼酸频哪醇酯 、 1-(4-溴苯基)咪唑 在 四(三苯基膦)钯 、 barium(II) hydroxide 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 18.0h， 以62%的产率得到4-(4-(1H-imidazol-1-yl)phenyl)-3,5-dimethylisoxazole
  参考文献：
  名称：

  Hydroxamate Anchors for Improved Photoconversion in Dye-Sensitized Solar Cells

  摘要：

  We present the first analysis of performance of hydroxamate linkers as compared to carboxylate and phosphonate groups when anchoring ruthenium-polypyriclyl dyes to TiO2 surfaces in dye-sensitized solar cells (DSSCs). The study provides fundamental insight into structure/function relationships that are critical for cell performance. Our DSSCs have been produced by using newly synthesized dye molecules and characterized by combining measurements and simulations of experimental current density-voltage (J-V) characteristic curves. We show that the choice of anchoring group has a direct effect on the overall sunlight-to-electricity conversion efficiency (eta), with hydroxamate anchors showing the best performance. Solar cells based on the pyridyl-hydroxamate complex exhibit higher efficiency since they suppress electron transfer from the photoanode to the electrolyte and have superior photoinjection characteristics. These findings suggest that hydroxamate anchoring groups should particularly valuable in DSSCs and photocatalytic applications based on molecular adsorbates covalently bound to semiconductor surfaces In contrast, analogous acetylacetonate anchors might undergo decomposition under similar conditions suggesting limited potential in future applications.

  DOI：

  10.1021/ic4010856