1-(1-Phenyl-4-piperidyl)-4-<(4-cyano-1-naphthyl)methylene>piperidine | 147328-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(1-Phenyl-4-piperidyl)-4-<(4-cyano-1-naphthyl)methylene>piperidine
• 英文别名: 1-(1-phenyl-4-piperidyl)-4-[(4-cyano-1-naphthyl)methylene]piperidine；4-[[1-(1-Phenylpiperidin-4-yl)piperidin-4-ylidene]methyl]naphthalene-1-carbonitrile；4-[[1-(1-phenylpiperidin-4-yl)piperidin-4-ylidene]methyl]naphthalene-1-carbonitrile
• CAS: 147328-61-8
• 化学式: C₂₈H₂₉N₃
• 分子量: 407.558
• InChiKey: BOITWEGVOMBOSG-UHFFFAOYSA-N

物化性质

• 沸点：
  627.0±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  30.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1-Phenyl-4-piperidyl)-4-<(4-cyano-1-naphthyl)methylene>piperidine 在 platinum(IV) oxide 氢气 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 反应 7.0h， 以18%的产率得到1-(1-Phenyl-4-piperidyl)-4-<(4-cyano-1-naphthyl)methyl>piperidine
  参考文献：
  名称：

  N-取代的4-哌啶酮的供体-桥-受体系统的合成和探索性的光物理研究

  摘要：

  我们报告了N-芳基和N-烷基取代的4-哌啶酮的两步合成法，其中N取代基很容易改变。通过羰基官能团的转化，由这些哌啶酮合成了许多分子内供体-受体系统。系统地研究了N-芳基供体对电子吸收和荧光光谱的影响。结论是，某些系统可以用作对溶剂极性具有高灵敏度的高效荧光探针。

  DOI：

  10.1002/recl.19931121005
• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌啶-4-酮 在 盐酸羟胺 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 生成 1-(1-Phenyl-4-piperidyl)-4-<(4-cyano-1-naphthyl)methylene>piperidine
  参考文献：
  名称：

  Stepwise versus Direct Long-Range Charge Separation in Molecular Triads

  摘要：

  Trifunctional electron donor-donor-acceptor molecules are described in which photoinduced charge separation, D-2-D-1-A* --> D-2-D-1(+)-A(-), is followed by a charge migration step D-2-D-1(+)-A(-) (CS1) --> D-2(+)-D-1-A- (CS2), leading to a relatively long-lived charge-separated state. The rate of the charge migration process could be determined in a range of solvents of low polarity. In benzene and dioxane, reversibility of the process allowed the determination of the free energy difference between CS1 and CS2. The relative energy of the CS2 state is much lower than expected from simple electrostatic models. An increase of the charge migration rate was found with increasing solvent polarity within a series of alkyl ethers or alkyl acetates. However, an apparent preferential stabilization of the CS1 state in acetates relative to ethers leads to discontinuities in the solvatochromic shift behavior of the CT fluorescence from the CS1 state, and in the increase of the charge migration rate as a function of dielectric constant. In a reference compound lacking the intermediate redox unit, direct long-range charge separation yielding a D-2(+)-bridge-A(-) charge-separated state can occur, but the yield is significantly lower than in the triads.

  DOI：

  10.1021/ja983716r