[5-iodo-10,15,20-trimesitylporphyrinato]zinc(II) | 201334-68-1

• 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-iodo-10,15,20-trimesitylporphyrinato]zinc(II)
• 英文别名: zinc(II) 5-iodo-10,15,20-trimesitylporphyrin；5-p-iodophenyl-10,15,20-tris-(2,4,6-trimethylphenyl) zinc porphyrin
• CAS: 201334-68-1
• 化学式: C₄₇H₄₁IN₄Zn
• 分子量: 854.164
• InChiKey: FVRFIAIYYWWKCJ-PQZCWDQNSA-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

• 作为反应物：
  描述：

  5-((E)-2-(5-((E)-4-ethynylstyryl)-3,4-dihexylthiophen-2-yl)vinyl)-3,4-dihexylthiophene-2-carbaldehyde 、 [5-iodo-10,15,20-trimesitylporphyrinato]zinc(II) 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯胂 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以66%的产率得到
  参考文献：
  名称：

  苯乙炔桥锌卟啉-亚油基亚乙烯基乙烯-C60组件中的光诱导能量和电子转移

  摘要：

  供体-桥-受体三联体（POR-2TV-C 60）和四分体分子（（POR）2 -2TV-C 60），其掺入Ç 60和共价通过苯基乙炔基- oligothienylenevinylene桥连接的一个或两个卟啉的分子，被合成。通过荧光测量以及飞秒和纳秒激光闪光光解研究了它们的光动力学。首先，发生了从卟啉到C 60部分的光诱导能量转移，而不是电子转移，然后是电子从低聚噻吩乙烯亚乙烯基转移到C 60部分的单重激发态，从而产生了低聚噻吩乙烯亚乙烯的自由基阳离子和C 60的阴离子。然后，发生了电子反向转移，从而得到了低聚噻吩亚乙烯基撑部分的三重激发态，而不是基态。因此，卟啉单位（POR）-2TV-C 60和（POR）2 -2TV-C 60充当用于oligothienylenevinylene和C之间的电荷分离效率光敏剂60。

  DOI：

  10.1002/chem.201102260
• 作为产物：
  描述：

  5,10,15-trimesitylporphyrin 在 碘 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 4.0h， 生成 [5-iodo-10,15,20-trimesitylporphyrinato]zinc(II)
  参考文献：
  名称：

  An easy one-pot desilylation/copper-free Sonogashira cross-coupling reaction assisted by tetra-butylammonium fluoride (TBAF): synthesis of highly π-conjugated porphyrins

  摘要：

  Sonogashira cross-coupling is a key reaction for the synthesis of highly conjugated oligomers. However, its application has well known drawbacks; it requires drastic inert atmosphere conditions, generates homocoupling by-product of the terminal alkyne and others. In this paper, we describe a new and easy procedure using PdCl2(PPh3)(2) as catalyst assisted by TBAF in a one-pot desilylation/copper-free Sonogashira reaction for the synthesis of highly conjugated porphyrin oligomers. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.092

文献信息

• Effects of Carbon–Metal–Carbon Linkages on the Optical, Photophysical, and Electrochemical Properties of Phosphametallacycle-Linked Coplanar Porphyrin Dimers
  作者：Yoshihiro Matano、Kazuaki Matsumoto、Hironobu Hayashi、Yoshihide Nakao、Tatu Kumpulainen、Vladimir Chukharev、Nikolai V. Tkachenko、Helge Lemmetyinen、Soji Shimizu、Nagao Kobayashi、Daisuke Sakamaki、Akihiro Ito、Kazuyoshi Tanaka、Hiroshi Imahori

  DOI：10.1021/ja210205v

  日期：2012.1.25

  salts to afford phosphapalladacycle- and phosphaplatinacycle-fused coplanar porphyrin dimers, respectively, via regioselective peripheral β-C-H activation of the meso-phosphanylporphyrin ligands. The optical and electrochemical properties of these metal-linked porphyrin dimers as well as their porphyrin monomer/dimer references were investigated by means of steady-state UV-vis absorption/fluorescence

  5-（二苯基膦酰基）-10,15,20-三芳基卟啉（内消旋磷酰基卟啉）与钯（II）和铂（II）盐络合，通过区域选择性外周β-分别提供磷钯环和磷铂环融合的共面卟啉二聚体中位磷酰卟啉配体的 CH 活化。这些金属连接的卟啉二聚体及其卟啉单体/二聚体参考的光学和电化学性质通过稳态紫外-可见吸收/荧光光谱、循环和微分脉冲伏安法、时间分辨光谱（荧光和瞬态吸收寿命和光谱）和磁性圆二色光谱。所有观察到的数据清楚地表明，钯（II）和铂（II）接头在单电子氧化态的两个卟啉发色团之间的电子通讯和激发态的单线态-三线态系统间交叉过程中起着至关重要的作用. 还发现 C-Pt-C 键对这些基本特性的影响比 C-Pd-C 键更显着。此外，金属连接卟啉二聚体的密度泛函理论计算表明，外围连接的金属与相邻吡咯 β-碳原子之间的反键 dπ-pπ 轨道相互作用使卟啉 π-系统的最高占据分子轨道不稳定，并解释了观察到的独特的吸收特性。在这些实验和理论结果的基础上，
• Modulation of intermolecular interactions in new pyrimidine–porphyrin system as two-photon absorbing photosensitizers
  作者：Ahmad Jiblaoui、Julien Brevier、Guillaume Ducourthial、Héctor González-Núñez、Christine Baudequin、Vincent Sol、Stéphanie Leroy-Lhez

  DOI：10.1016/j.tet.2015.02.068

  日期：2015.4

  New porphyrins-pyrimidine systems have been synthesized for photodynamic therapy applications. Indeed, such association through acetylenic bond should improve two-photon absorption properties. As expected an intermolecular interaction between photosensitizers has been observed but more surprisingly it seems to favor two-photon absorption. (C) 2015 Elsevier Ltd. All rights reserved.
• Regioselective β-Metalation of <i>meso</i>-Phosphanylporphyrins. Structure and Optical Properties of Porphyrin Dimers Linked by Peripherally Fused Phosphametallacycles
  作者：Yoshihiro Matano、Kazuaki Matsumoto、Yoshihide Nakao、Hidemitsu Uno、Shigeyoshi Sakaki、Hiroshi Imahori

  DOI：10.1021/ja710542e

  日期：2008.4.1

  meso-Diphenylphosphanylporphyrins were successfully prepared via Pd-catalyzed C-P cross-coupling reaction of the corresponding meso-iodoporphyrins with diphenylphosphane. The meso-phosphanylporphyrins underwent regioselective metalation at the beta carbon to produce novel classes of porphyrin dimers linked by peripherally fused phosphametallacycles. A Pd-mononucler complex was structurally characterized by X-ray crystallography, which revealed a flat structure of the Pd-linked porphyrin pi systems. Both experimental and theoretical results demonstrate that the orbital interaction between the pyrrolic p pi orbitals and the metal d pi orbital affects optical and electrochemical properties of the metal-linked coplanar porphyrin dimers.