Zn-5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin | 57628-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Zn-5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin
• 英文别名: {(tetranitro)octaethylporphinato} zinc complex
• CAS: 57628-83-8
• 化学式: C₃₆H₄₀N₈O₈Zn
• 分子量: 778.152
• InChiKey: OEVUQMHWGBZMMC-MICRYRIJSA-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：

  Zn-5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以79%的产率得到5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin
  参考文献：
  名称：

  中硝基取代作为Mn-八乙基卟啉氧化还原状态控制的一种手段

  摘要：

  5-一硝基2,3,7,8,12,13,17,18-八乙基卟啉，5,15-二硝基-八乙基卟啉，5,10,15的Mn（II，III）和Cd（II）络合物-trinitro-2,3,7,8,12,13,17,18-八乙基卟啉和5,10,15,20-tetranitro-2,3,7,8,12,13,17,17,18-octaethylporphyrin已被综合和确定。比较了相应的卟啉配体与氯化锰（II）的配位反应，以及镉配合物与氯化锰（II）在二甲基甲酰胺中的金属交换，从而找到了合成Mn（II，III）的最佳条件。 ）-卟啉。所获得的化合物通过紫外可见分光光度法鉴定11 H NMR光谱和质谱。用DFT法计算了合成化合物的结构参数，并进行了NBO分析。用循环伏安法研究了合成的锰配合物的电化学性能。结果表明，硝基取代决定了Mn-卟啉的氧化还原状态。

  DOI：

  10.1016/j.jorganchem.2021.121790
• 作为产物：
  描述：

  zinc diacetate 、 以 乙腈 为溶剂， 生成 Zn-5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin
  参考文献：
  名称：

  Influence of substituents structure and their electronic effects on acid-base and complexing properties of 5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin

  摘要：

  5,10,15,20-Tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin has been prepared, and its acid-basic properties have been studied in acetonitrile by titration with 1,8-diazabicyclo [5.4.0]undec-7-ene and perchloric acid. The substituted porphyrin ability towards complex formation with zinc acetate has been studied in acetonitrile and acetonitrile, 1,8-diazabicyclo [5.4.0]undec-7-ene media. Spectral properties of neutral and ionic forms of 5,10,15,20-tetranitro-2,3,7,8,12,13,17,18-octaethylporphyrin and its zinc complex have been determined; constants of acid and basic ionization of the ligand have been estimated. Kinetic parameters of the porphyrin complex formation with zinc via molecular and ionic mechanism have been analyzed. The substituents effect on the studied properties is discussed.

  DOI：

  10.1134/s1070363214050260

文献信息

• Enthalpy—entropy compensation upon metal ion coordination with porphyrins: generalization for the free bases and doubly deprotonated macrocycles
  作者：M. M. Kruk、S. G. Pukhovskaya、Yu. B. Ivanova、O. I. Koifman

  DOI：10.1007/s11172-020-2868-6

  日期：2020.6

  Enthalpy—entropy compensation upon the coordination of zinc ions by porphyrins with various structural organizations of peripheral substitution in solutions at 298 K was studied. The same compensation temperature Tc was found for both free bases and doubly deprotonated porphyrin macrocycles. The data obtained indicate that the coordination of the metal ion in the tetrapyrrole macrocycle core by the free bases and doubly coordinated forms of porphyrins is characterized by the same promoting vibrational modes.

  在298 K下，研究了具有不同外围取代结构的卟啉配合锌离子时的焓-熵补偿。对于卟啉的自由碱形式和双脱质子化大环，均发现了相同的补偿温度Tc。所得数据显示，自由碱和双配位形式的卟啉在四吡咯大环核心中配位金属离子的过程具有相同的促进振动模式。
• Synthesis and Spectral Properties of meso-Nitro-Substituted Octaethylporphyrins and Their Co(II) Complexes
  作者：N. V. Chizhova、A. I. Rusanov、N. Zh. Mamardashvili

  DOI：10.1134/s1070363220100102

  日期：2020.10

  trifluoroacetic acid produced 5-nitro-2,3,7,8,12,13,17,18-octaethylporphyrin, 5,15-dinitro-2,3,7,8,12,13,17,18-octaethylporphyrin, and 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin. Reactions of octaethylporphyrin, mono-, di-, tri-, and tetranitro-substituted porphyrins coordination to cobalt(II) acetate in a chloroform–methanol mixture were studied. The corresponding Co(II) porphyrinates were obtained

  摘要 2,3,7,8,12,13,17,18-八乙基卟啉与亚硝酸钠在三氟乙酸中的反应生成了5-nitro-2,3,7,8,12,13,17,18，八乙基卟啉，5 1,15-二硝基-2,3,7,8,12,13,17,18-八乙基卟啉和5,10,15-三硝基-2,3,7,8,12,13,17,17,18-八乙基卟啉。在氯仿-甲醇混合物中，研究了八乙基卟啉，单，二，三和四硝基取代的卟啉与乙酸钴（II）的配位反应。获得并鉴定了相应的卟啉Co（II）。结果表明，在氢氧化钠的存在下，八乙基卟啉钴（II）溶解在二甲基甲酰胺中，在大环的配位部位发生了钴（II​​）→钴（III）的氧化。
• One and two point binding of organic bases molecules by <i>meso</i>-nitro substituted <font>Zn</font>-octaethylporphyrins
  作者：Galina M. Mamardashvili、Olga M. Kulikova、Olga V. Maltseva、Oscar I. Koifman、Nugzar Zh. Mamardashvili

  DOI：10.1142/s1088424614500916

  日期：2014.12

  A study of complex formation of Zn -octaethylporphyrin and its mono-, di-, tri- and tetra-nitro meso-substituted derivatives towards propylamine, 1,3-diaminopropane, 2-(4-imidazolyl)-ethylamine and 1,4-diazabicyclo[2.2.2]octane was carried out by UV-vis titration method and ¹ H NMR. It has been determined that the nitro-substituted porphyrin receptors form with 1,3-diaminopropane and 2-(4-imidazolyl)-ethylamine 1:1 complexes with two points of binding. Individual contributions of a donor–acceptor interactions and a hydrogen bonding into a total energy of the complexes formation have been estimated. It has been shown that due to a good geometric match between the host–guest molecules the tetra-nitro substituted Zn -porphyrin has maximum binding ability towards the 1,3-diaminopropane, and the tri-nitro substituted Zn -porphyrin effectively binds the 2-(4-imidazolyl)-ethylamine.

  通过紫外-可见滴定法和 1 H NMR，研究了八乙基卟啉锌及其单、二、三和四硝基介取代衍生物与丙胺、1,3-二氨基丙烷、2-(4-咪唑基)-乙胺和 1,4-二氮杂双环[2.2.2]辛烷形成的络合物。结果表明，硝基取代的卟啉受体与 1,3-二氨基丙烷和 2-(4-咪唑基)-乙胺形成的 1:1 复合物有两个结合点。我们估算了供体-受体相互作用和氢键对形成络合物总能量的各自贡献。结果表明，由于主客分子之间存在良好的几何匹配，四硝基取代的锌卟啉对 1,3-二氨基丙烷具有最大的结合能力，而三硝基取代的锌卟啉则能有效地结合 2-(4-咪唑基)-乙胺。
• Spectrophotometric study of acid-base and complexing properties of 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin in acetonitrile
  作者：Yu. B. Ivanova、Dao Tkhe Nam、N. V. Chizhova、N. Zh. Mamardashvili

  DOI：10.1134/s1070363214060255

  日期：2014.6