4-(2-(4-hexyloxyphenyl)ethynyl)-2,6-bis(diethylcarbamoyl)pyridine | 935533-81-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(2-(4-hexyloxyphenyl)ethynyl)-2,6-bis(diethylcarbamoyl)pyridine
• 英文别名: 4-(4-(hexyloxyphenyl)acetylene)-2,6-di(diethylcarbamoyl)pyridine；2-N,2-N,6-N,6-N-tetraethyl-4-[2-(4-hexoxyphenyl)ethynyl]pyridine-2,6-dicarboxamide
• CAS: 935533-81-6
• 化学式: C₂₉H₃₉N₃O₃
• 分子量: 477.647
• InChiKey: GIFYBZWPKMUZHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-(4-hexyloxyphenyl)ethynyl)-2,6-bis(diethylcarbamoyl)pyridine 、 水 、 europium(III) trifluoromethanesulfonate 以 四氢呋喃 为溶剂， 以78%的产率得到tris(4-(2-(4-hexyloxyphenyl)ethynyl)-2,6-bis(diethylcarbamoyl)pyridine)europium(III) triflate trihydrate
  参考文献：
  名称：

  Two-Photon Antenna Effect Induced in Octupolar Europium Complexes

  摘要：

  The synthesis of new chromophore-based pyridine-dicarboxamide ligands and related D-3 symmetric europium(III) complexes is described. The photophysical properties of the ligands and the complexes were thoroughly investigated and interpreted on the basis of theoretical calculations (TD-DFT). Finally, the luminescence of Eu(III) was sensitized by two-photon absorption of the ligand, illustrating the two-photon antenna effect phenomenon.

  DOI：

  10.1021/ic062181x
• 作为产物：
  描述：

  4-iodo-2,6-bis(diethylcarbamoyl)pyridine 、 对乙炔基己氧基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以89%的产率得到4-(2-(4-hexyloxyphenyl)ethynyl)-2,6-bis(diethylcarbamoyl)pyridine
  参考文献：
  名称：

  供体-π共轭二吡啶甲酸/酯/酰胺配体的合成，结构，光学性质和TD-DFT研究

  摘要：

  已经合成了一系列具有π-共轭取代基如供体-（苯基或芴基）-乙炔基的2，6-和4-官能化的二吡啶甲酸，酯或酰胺。报告了四个晶体学结构。在TD-DFT计算的基础上，研究和讨论了取代位置，给体基团的性质和共轭主链的性质以及吡啶酮侧臂对吸收和发射性质的影响。

  DOI：

  10.1016/j.tet.2007.10.064

文献信息

• Synthesis, structures, optical properties, and TD-DFT studies of donor-π-conjugated dipicolinic acid/ester/amide ligands
  作者：Alexandre Picot、Christophe Feuvrie、Cyril Barsu、Floriane Malvolti、Boris Le Guennic、Hubert Le Bozec、Chantal Andraud、Loïc Toupet、Olivier Maury

  DOI：10.1016/j.tet.2007.10.064

  日期：2008.1

  4-functionalized dipicolinic acid, ester, or amide featuring π-conjugated substituents such as donor-(phenyl or fluorenyl)-acetylene groups have been synthesized. Four crystallographic structures are reported. The influence of the substituent position, the nature of the donor group, and the conjugated backbone as well as the role of the pyridinic side arms on the absorption and emission properties are studied and

  已经合成了一系列具有π-共轭取代基如供体-（苯基或芴基）-乙炔基的2，6-和4-官能化的二吡啶甲酸，酯或酰胺。报告了四个晶体学结构。在TD-DFT计算的基础上，研究和讨论了取代位置，给体基团的性质和共轭主链的性质以及吡啶酮侧臂对吸收和发射性质的影响。
• Two-Photon Antenna Effect Induced in Octupolar Europium Complexes
  作者：Alexandre Picot、Floriane Malvolti、Boris Le Guennic、Patrice L. Baldeck、J. A. Gareth Williams、Chantal Andraud、Olivier Maury

  DOI：10.1021/ic062181x

  日期：2007.4.1

  The synthesis of new chromophore-based pyridine-dicarboxamide ligands and related D-3 symmetric europium(III) complexes is described. The photophysical properties of the ligands and the complexes were thoroughly investigated and interpreted on the basis of theoretical calculations (TD-DFT). Finally, the luminescence of Eu(III) was sensitized by two-photon absorption of the ligand, illustrating the two-photon antenna effect phenomenon.