[5,15-bis[4-(pyridyl)ethynyl]-10,20-diphenylporphinato]zinc(II) | 1417331-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: [5,15-bis[4-(pyridyl)ethynyl]-10,20-diphenylporphinato]zinc(II)
• CAS: 1417331-06-6
• 化学式: C₄₆H₂₆N₆Zn
• 分子量: 728.143
• InChiKey: TVNBCRFRGKOODO-XYTMKHHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.83
• 重原子数：
  53.0
• 可旋转键数：
  2.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  [5,15-bis[4-(pyridyl)ethynyl]-10,20-diphenylporphinato]zinc(II) 、 zinc(II) acetate dihydrate 以 甲醇 、 氯仿 为溶剂， 反应 2.0h， 以80%的产率得到[5,15-bis[4-(pyridyl)ethynyl]-10,20-diphenylporphinato]zinc(II)
  参考文献：
  名称：

  从量子点到金属有机框架的能量转移以增强光收集

  摘要：

  由于其高效的能量传输特性，卟啉基金属有机骨架 (MOF) 是太阳能光化学应用中极具吸引力的化合物。然而，它们的吸收带在可见光谱范围内为光收集应用提供了有限的覆盖范围。我们在此报告了具有 CdSe/ZnS 核/壳量子点 (QD) 的卟啉基 MOF 的功能化，以通过从 QD 到 MOF 的能量转移来增强光收集。QDs 在可见光区的宽吸收带通过 QD-MOF 混合结构提供了更大的太阳光谱覆盖范围。我们通过时间分辨发射研究表明，量子点的光激发之后是能量转移到 MOF，效率超过 80%。这种敏化方法可能导致 >

  DOI：

  10.1021/ja3097114

文献信息

• Preparation, electrochemical and spectral properties of N-methylated pyridylethynyl porphyrins
  作者：Ching-Yao Lin、Li-Chieh Chuang、Ya-Fen Yang、Chun-Ling Lin、Hsien-Chang Kao、Wen-Jwu Wang

  DOI：10.1039/b313575f

  日期：——

  A new series of electron-deficient porphyrins were prepared by attaching one or two N-methylated 2-, 3- or 4-pyridylethynyl groups to the 10,20-meso positions of (5,15-biphenylporphinato)zinc(II). Electrochemical studies showed significant changes in the reduction potentials of these porphyrins, and N-methyl-2-pyridylethyne is the strongest electron-withdrawing substituent in the series. UV-visible

  通过将一个或两个N-甲基化的2-，3-或4-吡啶基乙炔基连接到（5,15-联苯基卟啉基）锌（II）的10,20-间位位置上，制备了一系列新的缺电子卟啉。电化学研究表明，这些卟啉的还原电势发生了显着变化，并且N-甲基-2-吡啶乙炔是该系列中最强的吸电子取代基。紫外可见光谱显示出很大的红移吸收，而N-甲基-4-吡啶乙炔对卟啉吸收的影响最大。电化学，紫外可见和EPR结果表明，卟啉Zn2和Zn6可逆地经历两个单电子卟啉环还原，使其阴离子自由基和二价阴离子还原。卟啉Zn1，Zn3，Zn4和Zn5的首次还原是不可逆的单电子转移过程。
• Light-Harvesting and Ultrafast Energy Migration in Porphyrin-Based Metal–Organic Frameworks
  作者：Ho-Jin Son、Shengye Jin、Sameer Patwardhan、Sander J. Wezenberg、Nak Cheon Jeong、Monica So、Christopher E. Wilmer、Amy A. Sarjeant、George C. Schatz、Randall Q. Snurr、Omar K. Farha、Gary P. Wiederrecht、Joseph T. Hupp

  DOI：10.1021/ja310596a

  日期：2013.1.16

  Given that energy (exciton) migration in natural photosynthesis primarily occurs in highly ordered porphyrin-like pigments (chlorophylls), equally highly ordered porphyrin-based metal-organic frameworks (MOFs) might be expected to exhibit similar behavior, thereby facilitating antenna-like light-harvesting and positioning such materials for use in solar energy conversion schemes. Herein, we report the first example of directional, long-distance energy migration within a MOF. Two MOFs, namely F-MOF and DA-MOF that are composed of two Zn(II) porphyrin struts [5,15-dipyridyl-10,20-bis(pentafluorophenyl)porphinato]zinc(II) and [5,15-bis[4-(pyridyl)ethynyl]-10,20-diphenylporphinato]zinc(II), respectively, were investigated. From fluorescence quenching experiments and theoretical calculations, we find that the photogenerated exciton migrates over a net distance of up to similar to 45 porphyrin struts within its lifetime in DA-MOF (but only similar to 3 in F-MOF), with a high anisotropy along a specific direction. The remarkably efficient exciton migration in DA-MOF is attributed to enhanced p-conjugation through the addition of two acetylene moieties in the porphyrin molecule, which leads to greater Q-band absorption intensity and much faster exciton-hopping (energy transfer between adjacent porphyrin struts). The long distance and directional energy migration in DA-MOF suggests promising applications of this compound or related compounds in solar energy conversion schemes as an efficient light-harvesting and energy-transport component.