2-吡啶-2-基-4-[6-(2-吡啶-2-基吡啶-4-基)芘-1-基]吡啶 | 308363-85-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: 2-吡啶-2-基-4-[6-(2-吡啶-2-基吡啶-4-基)芘-1-基]吡啶
• 英文名称: 1,6-bis(4-(2,2'-bipyridyl))pyrene
• 英文别名: 1,6-Bis(2,2'-bipyridine-4-yl)pyrene；2-pyridin-2-yl-4-[6-(2-pyridin-2-ylpyridin-4-yl)pyren-1-yl]pyridine
• CAS: 308363-85-1
• 化学式: C₃₆H₂₂N₄
• 分子量: 510.597
• InChiKey: RYVFJMYBZDWCMY-UHFFFAOYSA-N

物化性质

• 沸点：
  710.0±55.0 °C(Predicted)
• 密度：
  1.289±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 2-吡啶-2-基-4-[6-(2-吡啶-2-基吡啶-4-基)芘-1-基]吡啶 以 甲苯 为溶剂， 生成 [Re(I)(CO)3Cl(1,6-bis(4-(2,2'-bipyridyl))pyrene)]
  参考文献：
  名称：

  Re（I）和Ru（II）二亚胺配合物与pyr共价连接的光物理：配体内部电荷转移态的贡献。

  摘要：

  介绍了包括双联吡啶基py配体的Ru（II）和Re（I）聚吡啶基配合物的光物理性质。配合物（[[（bpy）（2）Ru]（2）bpb）（4+）和[（CO）（3）ReCl（bpb）]（bpy = 2,2'-联吡啶，bpb = 1,6-设计双-（4-（2,2'-联吡啶基）-py）的目的是检查分子复合体上的MLCT状态与pyr局部化的（3）（pi-pi）状态之间的分子内能量迁移。两种含有bpb配体的配合物的吸收光谱表明，除了MLCT和以pyr为中心的（1）（pi-pi）跃迁之外，两种配合物在400 nm附近均观察到新的吸收带。 （I）配合物强烈暗示the（pi）向bpy（pi）配体内电荷转移（ILCT）过渡的存在。含有bpb配体的Ru（II）和Re（I）配合物在室温和77 K下的发射光谱几乎相同。与不含the的配合物（[[（bpy）（2）Ru]（2）bpb）（4+）和[[CO（ 3）ReCl（bpb

  DOI：

  10.1021/ic010522v
• 作为产物：
  描述：

  4-溴-2,2'-联吡啶 、 Pyrene-1,6-diyldiboronic acid 在 bis-triphenylphosphine-palladium(II) chloride calcium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以60%的产率得到2-吡啶-2-基-4-[6-(2-吡啶-2-基吡啶-4-基)芘-1-基]吡啶
  参考文献：
  名称：

  Tunable Photophysical Properties of Two 2,2‘-Bipyridine-Substituted Pyrene Derivatives

  摘要：

  Two fluorescent pyrene derivatives, I and II, are reported in which the aromatic ring is connected to the 2,2'-bipyridine (bpy) complexing unit via a single C-C bond. Compound I contains one bpy moiety at the 1 position of the pyrene nucleus while II bears two bpy moieties linked to the 1 and 6 vertexes. The solvent-polarity dependence of the fluorescence emission properties of both compounds at room temperature points to the existence of a polar excited-state possessing a small extent of intramolecular charge transfer (ICT). The large fluorescence quantum yields, Phi (f), the high radiative rate constants, k(f), and the short fluorescence lifetimes, tau (f), for both compounds are characteristic of strongly allowed transitions. The solvent and temperature dependence of the photophysical properties of I, such as the increase of k(f) with increasing polarity and temperature, appears to be due to intermixing between closely lying polar S-1(L-1(a)) and forbidden S-2(L-1(b)) states. Semiempirical theoretical calculations were performed for I and allowed to confirm the assignment of the electronic and structural nature of the two lowest-energy excited states as a function of the interannular dihedral angle. In contrast, the experimental and calculated properties for compound II point to the occurrence of a highly stabilized L-1(a)-type excited state, thus experiencing very little influence of the forbidden L-1(b)-type state. Consistently, the fluorescence emission rate constant for II is found to be independent of solvent polarity and temperature.

  DOI：

  10.1021/jp000658z

文献信息

• Tunable Photophysical Properties of Two 2,2‘-Bipyridine-Substituted Pyrene Derivatives
  作者：Tirapattur Soujanya、Annie Philippon、Stéphanie Leroy、Martine Vallier、Frédéric Fages

  DOI：10.1021/jp000658z

  日期：2000.10.1

  Two fluorescent pyrene derivatives, I and II, are reported in which the aromatic ring is connected to the 2,2'-bipyridine (bpy) complexing unit via a single C-C bond. Compound I contains one bpy moiety at the 1 position of the pyrene nucleus while II bears two bpy moieties linked to the 1 and 6 vertexes. The solvent-polarity dependence of the fluorescence emission properties of both compounds at room temperature points to the existence of a polar excited-state possessing a small extent of intramolecular charge transfer (ICT). The large fluorescence quantum yields, Phi (f), the high radiative rate constants, k(f), and the short fluorescence lifetimes, tau (f), for both compounds are characteristic of strongly allowed transitions. The solvent and temperature dependence of the photophysical properties of I, such as the increase of k(f) with increasing polarity and temperature, appears to be due to intermixing between closely lying polar S-1(L-1(a)) and forbidden S-2(L-1(b)) states. Semiempirical theoretical calculations were performed for I and allowed to confirm the assignment of the electronic and structural nature of the two lowest-energy excited states as a function of the interannular dihedral angle. In contrast, the experimental and calculated properties for compound II point to the occurrence of a highly stabilized L-1(a)-type excited state, thus experiencing very little influence of the forbidden L-1(b)-type state. Consistently, the fluorescence emission rate constant for II is found to be independent of solvent polarity and temperature.
• Photophysics of Re(I) and Ru(II) Diimine Complexes Covalently Linked to Pyrene: Contributions from Intra-Ligand Charge Transfer States
  作者：Del Guerzo、Stéphanie Leroy、Frédéric Fages、Russell H. Schmehl

  DOI：10.1021/ic010522v

  日期：2002.1.1

  The photophysical properties of Ru(II) and Re(I) polypyridyl complexes including a bis-bipyridyl pyrene ligand are presented. The complexes ([(bpy)(2)Ru](2)bpb)(4+) and [(CO)(3)ReCl(bpb)] (bpy = 2,2'-bipyridine, bpb = 1,6-bis-(4-(2,2'-bipyrid-yl)-pyrene) were designed with the intent of examining intramolecular energy migration between MLCT states localized on the metal complexes and pyrene-localized

  介绍了包括双联吡啶基py配体的Ru（II）和Re（I）聚吡啶基配合物的光物理性质。配合物（[[（bpy）（2）Ru]（2）bpb）（4+）和[（CO）（3）ReCl（bpb）]（bpy = 2,2'-联吡啶，bpb = 1,6-设计双-（4-（2,2'-联吡啶基）-py）的目的是检查分子复合体上的MLCT状态与pyr局部化的（3）（pi-pi）状态之间的分子内能量迁移。两种含有bpb配体的配合物的吸收光谱表明，除了MLCT和以pyr为中心的（1）（pi-pi）跃迁之外，两种配合物在400 nm附近均观察到新的吸收带。 （I）配合物强烈暗示the（pi）向bpy（pi）配体内电荷转移（ILCT）过渡的存在。含有bpb配体的Ru（II）和Re（I）配合物在室温和77 K下的发射光谱几乎相同。与不含the的配合物（[[（bpy）（2）Ru]（2）bpb）（4+）和[[CO（ 3）ReCl（bpb