meso-tetra(2-methoxy-1-naphthyl)porphyrin | 83819-59-4

• 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: meso-tetra(2-methoxy-1-naphthyl)porphyrin
• CAS: 83819-59-4
• 化学式: C₆₄H₄₆N₄O₄
• 分子量: 935.094
• InChiKey: RYGPOZNONIIJSV-GBYPMUSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.97
• 重原子数：
  72.0
• 可旋转键数：
  8.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  94.28
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  meso-tetra(2-methoxy-1-naphthyl)porphyrin 在 三溴化硼 作用下， 以 四氢呋喃 为溶剂， 生成 2,2-Dimethyl-propionic acid 1-{(1Z,4Z,9Z,15Z)-10,15,20-tris-[2-(2,2-dimethyl-propionyloxy)-naphthalen-1-yl]-porphyrin-5-yl}-naphthalen-2-yl ester
  参考文献：
  名称：

  Synthesis and dioxygenation of [5,10,15,20-tetrakis(α,α,α,α-o-pivaloyloxy-naphthyl)porphinato]iron(II) with a covalently bound imidazolylalkyl group

  摘要：

  分子内 N-咪唑配位的[5,10,15,20-四(δ,δ,δ,δ-邻特戊酰氧基萘基)卟吩]铁(II)在 25°C 的甲苯中形成稳定的二氧加合物；轴向碱的立体配位调节导致中心铁向结合的 O2 提供的电子量较少。

  DOI：

  10.1039/a800724a
• 作为产物：
  描述：

  在 四氯苯醌 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 meso-tetra(2-methoxy-1-naphthyl)porphyrin
  参考文献：
  名称：

  Investigation of the synthesis of ortho-substituted tetraphenylporphyrins

  摘要：

  DOI：

  10.1021/jo00265a021

文献信息

• Molecular Recognition of Ubiquinone Analogues. Specific Interaction between Quinone and Functional Porphyrin via Multiple Hydrogen Bonds
  作者：Takashi Hayashi、Takashi Miyahara、Norihiro Koide、Yukitoshi Kato、Hideki Masuda、Hisanobu Ogoshi

  DOI：10.1021/ja9711526

  日期：1997.8.1

  meso-α,α,α,α-Tetrakis(2-hydroxy-1-naphthyl)porphyrin (1) and 5,15-cis-bis(2-hydroxy-1-naphthyl)-10,20-diphenylporphyrin (2) were prepared as receptors for ubiquinone analogues. UV−vis, IR, NMR, and...

  内消旋-α,α,α,α-四(2-羟基-1-萘基)卟啉 (1) 和 5,15-顺-双(2-羟基-1-萘基)-10,20-二苯基卟啉 (2)被制备为泛醌类似物的受体。紫外-可见光、红外、核磁共振和...
• The NMR spectra of porphyrins 20—proton and13C characterization of porphyrin atropisomers
  作者：Raymond J. Abraham、James Plant、Geoffrey R. Bedford

  DOI：10.1002/mrc.1270190409

  日期：1982.8

  AbstractThe preparation, isolation and characterization by proton and 13C NMR of the four possible atropisomers of meso‐tetra(2‐methoxy‐1‐naphthyl)porphyrin is described. Chemical shift differences due to atropisomerization effects are observed in the porphyrin and naphthyl rings. Comparison of the naphthyl chemical shifts with those of the model compound 1‐isopropenyl‐2‐methoxynaphthalene allows the shifts due to the porphyrin ring current to be isolated. The observed Δδ values of the naphthyl protons agree well with those calculated from the previously described porphyrin ring current model, and allow both the angle of tilt of the naphthyl ring and the dihedral angle of the 2‐methoxy substituent to be estimated. In contrast, the Δδ values for the naphthyl carbons bear no relationship to the calculated ring current shifts. Calculations of the total ring current contribution (porphyrin plus naphthyl rings) at the different naphthyl rings of the unsymmetric type III isomer show that at least part of the observed atropisomerism effects are due to the long‐range current shifts of the naphthyl rings. The results also provide a clear demonstration of the identity of the porphyrin ring current in the free base and porphyrin dication.
• Specific molecular recognition via multipoint hydrogen bonding ubiquinone analogs - porphyrin having four convergent hydroxyl groups pairing
  作者：Takashi Hayashi、Takashi Miyahara、Naomichi Hashizume、Hisanobu Ogoshi

  DOI：10.1021/ja00058a068

  日期：1993.3