[5-(4-(N-Acetylaminophenyl))-10,20-bis(2,4,6-trimethylphenyl)-15-(4-(methoxycarbonyl-phenyl)) porphyrinato]zinc(II) | 736173-35-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [5-(4-(N-Acetylaminophenyl))-10,20-bis(2,4,6-trimethylphenyl)-15-(4-(methoxycarbonyl-phenyl)) porphyrinato]zinc(II)
• CAS: 736173-35-6
• 化学式: C₅₄H₄₅N₅O₃Zn
• 分子量: 877.373
• InChiKey: LJBBMAYVRAMQJL-MBANOZGOSA-L

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：
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• 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-(4-(N-acetylaminophenyl))-10,20-bis(2,4,6-trimethylphenyl)-15-(4-(methoxycarbonyl-phenyl)) porphyrin 在 zinc diacetate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以100%的产率得到[5-(4-(N-Acetylaminophenyl))-10,20-bis(2,4,6-trimethylphenyl)-15-(4-(methoxycarbonyl-phenyl)) porphyrinato]zinc(II)
  参考文献：
  名称：

  Artificial Photosynthetic Reaction Centers with Porphyrins as Primary Electron Acceptors

  摘要：

  A triad consisting of a carotenoid (C), a dimesitylporphyrin (P), and a tris(heptafluoropropyl)porphyrin (P-F), C-P-P-F, has been synthesized and found to undergo rapid singlet-singlet energy transfer between the porphyrin moieties so that their excited states are in equilibrium. Photoinduced electron transfer from the first excited singlet state of P, or hole transfer from the first excited singlet state Of PF, yields C-P.+-P-F(.-). Electron transfer from C then yields the final charge-separated state C.+-P-P-F(.-) with a quantum yield of 0.73 and a lifetime of 500 ns in tetrahydrofuran solution at ambient temperature. The final charge-separated state decays to form primarily a triplet excited state localized on the carotenoid, C-3-P-P-F, rather than the ground state. A second triad in which P is metalated (P-Zn) has also been synthesized. In this system, the excited singlet states of the porphyrins are no longer in equilibrium; fast electron transfer from excited P-Zn to P-F to form C-P-Zn(.+)-P-F(.-) and also fast energy transfer from P-Zn to P-F with subsequent hole transfer from P-F to P-Zn converge to give the same C-P-Zn(.+)-P-F(.-) species, which evolves to C.+-P-Zn-P-F(.-) with a quantum yield of 0.14. This state decays to C-3-P-Zn-P-F with a quantum yield of 0.06 in tetrahydrofuran at room temperature. The charge recombination reaction follows a single-step mechanism for C.+-P-P-F(.-) from room temperature to 77 K and for C.+-P-Zn-P-F(.-) below 250 K. Above 250 K, a two-step pathway is accessed for the recombination reaction Of C.+-P-Zn-P-F(.-) in addition to the direct recombination mechanism. This new pathway involves an endergonic step to populate C-P-Zn(.+)-P-F(.-) having an E-a of similar to0.23 eV. Certain photophysical characteristics of these triads, in particular the recombination to the triplet state, are reminiscent of those of artificial reaction centers with C-60 as the primary electron acceptor.

  DOI：

  10.1021/jp040143y

文献信息

• Porphyrin amino acids–amide coupling, redox and photophysical properties of bis(porphyrin) amides
  作者：Jascha Melomedov、Anica Wünsche von Leupoldt、Michael Meister、Frédéric Laquai、Katja Heinze

  DOI：10.1039/c3dt50711d

  日期：——

  mono- and bis(zinc(II)) complexes Zn222-4d and Zn11Zn22-4d were prepared. The electronic interaction between individual porphyrin units in bis(porphyrins) 4 is probed by electrochemical experiments (CV, EPR), electronic absorption spectroscopy, steady-state and time-resolved fluorescence spectroscopy in combination with DFT/PCM calculations on diamagnetic neutral bis(porphyrins) 4 and on respective

  新的反式-AB 2 ç内消旋取代的卟啉与氨基酯的内消旋-取代基可调谐吸电子功率（B =三甲苯基，4-C 6 H ^ 4女，4-C 6 H ^ 4 CF 3，C 6 ˚F 5）为制备为游离胺3a-3d，N-乙酰化衍生物Ac-3a-Ac-3d和相应的锌（II）配合物Zn-Ac-3a-Zn-Ac-3d。几个酰胺键联的双卟啉，每个电极的电子密度可调卟啉从通过缩合反应（该氨基前体卟啉得到的网站4A-4D（锌（）和单-和双II））配合物的Zn 2 22-4d和锌1 1Zn 2 2-4D制备。个别卟啉单元之间在双（卟啉）的电子交互4是通过电化学实验（CV，EPR），电子吸收光谱，稳态和时间分辨荧光光谱结合DFT /上抗磁中性双PCM计算（卟啉探测）4和在各自带电的混合价基团4 +/- +/-上。互动通过–C 6 H 4 –NHCO–C 6 H 4 –桥，氧化和还原的位置以及最低的激发单重态S 1通过各个卟啉上的取代基和金属化状态进行调节。