diethyl 4-(4-phenylpiperazinyl)phenylphosphonate | 156464-89-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: diethyl 4-(4-phenylpiperazinyl)phenylphosphonate
• CAS: 156464-89-0
• 化学式: C₂₀H₂₇N₂O₃P
• 分子量: 374.42
• InChiKey: NJEUQXWDFOPTSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.01
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  diethyl 4-(4-phenylpiperazinyl)phenylphosphonate 在 三甲基溴硅烷 作用下， 生成
  参考文献：
  名称：

  Chromophore Structure, Second Harmonic Generation, and Orientational Order in Zirconium Phosphonate/Phosphate Self-Assembled Multilayers

  摘要：

  Two new phosphonate-terminated polar azo dyes, one that is substantially rigid (1) and the other with a large molecular hyperpolarizability (2), were designed and incorporated into zirconium-based surface multilayers. Second harmonic generation (SHG) was observed from the multilayers as a function of incident and polarization angles and compared with that from the previously reported aminophenylazophenylphosphonic acid chromophore 3. The new dyes are analogous to moieties commonly used in electric field-poled polymers, allowing comparisons between the polymers and the multilayers. Apparent order parameters (cos(3) theta) are >0.2 for 1 and approximate to 0.16 for 2. Because of local field effects, the value for 1 is probably a lower limit. Use of other dyes that are both rigid and highly polar led to H-aggregation. Insertion of a nonpolar chromophore layer among the polar layers had no effect on SHG. The syntheses involved several novel reactions, involving the preparation of an unsymmetrically substituted diphenylpiperazine, an anilinoalkyl phosphonate, and the deprotected phosphonic acids themselves.

  DOI：

  10.1021/ja00094a019
• 作为产物：
  描述：

  4-溴苯胺 在 正丁基锂 、 碳酸氢钠 、 sodium iodide 作用下， 以 乙二醇 为溶剂， 反应 2.17h， 生成 diethyl 4-(4-phenylpiperazinyl)phenylphosphonate
  参考文献：
  名称：

  Chromophore Structure, Second Harmonic Generation, and Orientational Order in Zirconium Phosphonate/Phosphate Self-Assembled Multilayers

  摘要：

  Two new phosphonate-terminated polar azo dyes, one that is substantially rigid (1) and the other with a large molecular hyperpolarizability (2), were designed and incorporated into zirconium-based surface multilayers. Second harmonic generation (SHG) was observed from the multilayers as a function of incident and polarization angles and compared with that from the previously reported aminophenylazophenylphosphonic acid chromophore 3. The new dyes are analogous to moieties commonly used in electric field-poled polymers, allowing comparisons between the polymers and the multilayers. Apparent order parameters (cos(3) theta) are >0.2 for 1 and approximate to 0.16 for 2. Because of local field effects, the value for 1 is probably a lower limit. Use of other dyes that are both rigid and highly polar led to H-aggregation. Insertion of a nonpolar chromophore layer among the polar layers had no effect on SHG. The syntheses involved several novel reactions, involving the preparation of an unsymmetrically substituted diphenylpiperazine, an anilinoalkyl phosphonate, and the deprotected phosphonic acids themselves.

  DOI：

  10.1021/ja00094a019