zinc(II) 5,15-bis[4-(2-(4-pyridyl)ethynyl)phenyl]-10,20-bis-[2,4,6-trimethylphenyl]porphyrin | 379261-43-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: zinc(II) 5,15-bis[4-(2-(4-pyridyl)ethynyl)phenyl]-10,20-bis-[2,4,6-trimethylphenyl]porphyrin
• 英文别名: zinc(II)-5,15-bis[4-(4-pyridylethynyl)phenyl]-10,20-dimesitylporphyrin
• CAS: 379261-43-5
• 化学式: C₆₄H₄₆N₆Zn
• 分子量: 964.499
• InChiKey: PSVOOEOXJOITBB-UOTPFLNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  5,15-bis-{4-[2-(4-pyridyl)ethynyl]phenyl}-10,20-dimesitylporphyrin 在 zinc diacetate 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 4.0h， 以94%的产率得到zinc(II) 5,15-bis[4-(2-(4-pyridyl)ethynyl)phenyl]-10,20-bis-[2,4,6-trimethylphenyl]porphyrin
  参考文献：
  名称：

  环状六聚卟啉阵列的合理合成，用于研究自组装光收集系统。

  摘要：

  卟啉的两个新的环状六聚体阵列已经以合理，会聚的方式制备。每个环状六聚体中的卟啉通过联苯乙炔连接剂连接，提供直径约35 A的轮状阵列。一个阵列由5个锌（Zn）卟啉和1个游离碱（Fb）卟啉（环-Zn（5 ）FbU），而另一个则由两个锌卟啉和一个Fb卟啉的交替序列组成（cyclo-Zn（2）FbZn（2）FbU）。先前的合成采用单烧瓶模板指导的方法，并得到交替的Zn和Fb卟啉或所有Zn卟啉。更多样化的金属化图案对于操纵阵列中激发态能量的流动具有吸引力。每个阵列的合理合成采用了三个Pd介导的偶联反应，以及四个带有二乙炔基，二碘，溴/碘或碘/乙炔基的四芳基卟啉构件。通过卟啉五聚体+卟啉单体的反应或两个卟啉三聚体的连接来实现产生环状六聚体的最终闭环。在存在三吡啶基模板的情况下，5 +1和3 + 3反应的产率为10％至13％。在没有模板的情况下的5 +1反应以3.5％的产率进行，从而确定了结构对环状六聚体形成的贡献。3

  DOI：

  10.1021/jo010742q

文献信息

• Influence of Rotator Design on the Speed of Self-Assembled Four-Component Nanorotors: Coordinative Versus Dispersive Interactions
  作者：Pronay Kumar Biswas、Suchismita Saha、Yerramsetti Nanaji、Anup Rana、Michael Schmittel

  DOI：10.1021/acs.inorgchem.7b00740

  日期：2017.6.5

  Four-component nanorotors are prepared by the self-assembly of stator [Cu4(4)](4+) with its four copper(I)-loaded phenanthroline stations and various rotators carrying one, two, or three pyridine terminals. The fourth component, 1,4-diazabicyclo[2.2.2]octane, serves as a connecting axle between rotator and stator. Capitalizing on the heteroleptic pyridyl and phenanthroline metal complexes concept, the rotators pyridine terminals are connected to the copper(I)-loaded phenanthroline stations (N-py -> [Cu(phen)](+)) in the STOP state and disconnected in the transition state of rotation. As the barrier of the thermally activated rotation, measured by variable-temperature 1H NMR, is mainly governed by attractive forces between stator stations and rotator terminals, it increases along the series Ea (monopyridine rotator) < Ea (dipyridine rotator) < Ea (tripyridine rotator). However, there are even distinct differences in rate between rotors with equal number of rotator terminals. The change from the 5,10-dipyridyl (cis) to 5,15-dipyridyl (trans) zinc porphyrin rotator enhances the rotational frequency by almost 1000-fold. Density functional theory computational results suggest that not only coordinative N-py -> [Cu(phen)](+) interactions but also dispersive attraction influence the barrier of rotation.
• DABCO as a Dynamic Hinge between Cofacial Porphyrin Panels and Its Tumbling inside a Supramolecular Cavity
  作者：Soumen K. Samanta、Debabrata Samanta、Jan W. Bats、Michael Schmittel

  DOI：10.1021/jo201252q

  日期：2011.9.16

  The heteroleptic supramolecular double-decker porphyrin 1 was synthesized with DABCO as a guest between two cofacial porphyrin units as characterized by H-1 NMR and ESI-MS. While DABCO is not seen to tumble inside the cavity, even at higher temperatures (80 degrees C), such motion was triggered upon addition of various coordinating ligands (quinuclidine, 4-bromopyridine, or excess of DABCO). Different stoichiometric amounts were needed depending on the n donor quality of the added ligands to initiate tumbling of the "inside" DABCO. As demonstrated in an example with excess DABCO, the tumbling was stopped by lowering the temperature to -50 degrees C.