8,12-dibutyl-2,3,7,13,17,18-hexamethylbiladiene-ac-21,24-diium dibromide | 127665-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 8,12-dibutyl-2,3,7,13,17,18-hexamethylbiladiene-ac-21,24-diium dibromide
• 英文别名: 8,12-dibutyl-2,3,7,13,17,18-hexamethylbiladiene-ac-1,19-diium dibromide
• CAS: 127665-37-6
• 化学式: 2BrH*C₃₃H₄₄N₄
• 分子量: 658.563
• InChiKey: XGWSQZMZAOTJIH-LKRVBQNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.34
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  56.3
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  8,12-dibutyl-2,3,7,13,17,18-hexamethylbiladiene-ac-21,24-diium dibromide 在 氢溴酸 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 360.0h， 生成
  参考文献：
  名称：

  Synthesis and Characterization of Directly Linked Salen–Porphyrin System with Constrained Geometries

  摘要：

  研究人员合成了新型异核卟啉配合物，其中卟啉和沙林[N, N′-二水杨醛-乙二胺]亚基以受限的几何形状直接连接在一起。这些复合物的紫外-可见光谱和氧化电位变化较小，但卟啉的荧光被连接的镍-沙林亚基有效淬灭。

  DOI：

  10.1246/bcsj.64.29

文献信息

• Synthesis and Spectroscopic Investigation of Directly Conjugated Polyyne Porphyrins
  作者：Kazuhiro Maruyama、Shigeki Kawabata

  DOI：10.1246/bcsj.62.3498

  日期：1989.11

  A series of conjugated polyyne porphyrin, in which porphyrin macrocycle is directly connected with one end of diarylpolyyne through aromatic ring, has been prepared and their spectroscopic behaviors were investigated. Diarylpolyynes consisting of aryl group and conjugated triple bond system have rigid and linear structure, and the two chromophores are held at a fixed geometry and a determined distance. The UV-vis absorption spectra of these compounds showed strong conjugative interaction, showing broadening of their spectra and slightly red shifted porphyrin Soret bands with increasing the number of acetylenic bond. From their fluorescence excitation spectra energy transfer efficiencies from polyyne moiety to porphyrin moiety were estimated. The energy transfer efficiencies were almost unity regardless of their substituted position, geometry, and orientation.

  研究人员制备了一系列共轭多炔卟啉，其中卟啉大环通过芳香环直接与二元多炔的一端相连，并研究了它们的光谱行为。由芳基和共轭三键系统组成的二芳基多炔具有刚性和线性结构，两个发色团保持固定的几何形状和确定的距离。这些化合物的紫外-可见吸收光谱显示出很强的共轭作用，随着乙炔键数目的增加，光谱变宽，卟啉索雷特带略有红移。从它们的荧光激发光谱可以估算出从聚炔分子到卟啉分子的能量传递效率。无论它们的取代位置、几何形状和取向如何，能量传递效率几乎都是相同的。
• Synthesis and Photochemical Properties of Anthracene-Polyyne-Porphyrin Assemblies
  作者：Shigeki Kawabata、Iwao Yamazaki、Yoshinobu Nishimura

  DOI：10.1246/bcsj.70.1125

  日期：1997.5

  A series of anthrylpolyynes (α-anthryl-ω-(formylphenyl)polyynes) and anthrylpolyynylporphyrins (5-[(anthrylpolyynyl)phenyl]porphyrins) have been synthesized, and their photochemical properties and photoinitiated intramolecular excitation energy transfer from anthracene to porphyrin were studied by picosecond time-resolved fluorescence spectroscopy. Although anthrylpolyynes have strong fluorescence emission and fluorescence high quantum yield, anthrylpolyynylporphyrins, in which porphyrin links to the other side of polyyne, show only typical fluorescence emission of porphyrin and almost no fluorescence emission in the spectral region of anthrylpolyynes. The excitation of anthryl substituent brings about an increase in the fluorescence emission of porphyrin on the picosecond time scale. The mechanism of quantitative energy transfer from the anthryl moiety to the porphyrin is discussed on the basis of the photochemical properties of the component molecules.

  合成了一系列蒽基多炔(α-蒽基-ω-(甲酰基苯基)多炔)和蒽基多炔基卟啉(5-[(蒽基多炔基)苯基]卟啉)，并研究了它们的光化学性质和从蒽到卟啉的光引发分子内激发能量转移。皮秒时间分辨荧光光谱。尽管蒽基多炔具有较强的荧光发射和较高的荧光量子产率，但卟啉与多炔的另一侧连接的蒽基多炔基卟啉仅表现出卟啉的典型荧光发射，而在蒽基多炔的光谱区几乎不发射荧光。蒽基取代基的激发导致卟啉在皮秒时间尺度上的荧光发射增加。基于组成分子的光化学性质，讨论了从蒽基部分到卟啉的定量能量转移的机制。