5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin | 3345-54-8

• 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: 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin
• CAS: 3345-54-8
• 化学式: C₃₆H₄₃N₇O₆
• 分子量: 669.781
• InChiKey: ZVDXACYSYLTCJV-VGBUHCBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.75
• 重原子数：
  49.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  186.78
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Spectral Properties of Unsymmetrically Substituted Mn(II) and Mn(III) Octaethylporphyrins

  摘要：

  5-Mononitro-2,3,7,8,12,13,17,18-octaethylporphyrin, 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin, and their Cd(II) complexes were synthesized. The coordination reactions of 2,3,7,8,12,13,17,18-octaethylporphyrin and its mono- and trinitro-substituted derivatives and the metal-exchange reactions of the synthesized Cd(II) octaethylporphyrin complexes with Mn(II) chloride in DMF were investigated by spectrophotometry. The corresponding Mn(II) and Mn(III) porphyrins were obtained and identified. The kinetic parameters of the studied reactions were determined.

  DOI：

  10.1134/s1070428020080072
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 高氯酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以83%的产率得到5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin
  参考文献：
  名称：

  Gong, Liang-chu; Dolphin, David, Canadian Journal of Chemistry, 1985, vol. 63, p. 401 - 405

  摘要：

  DOI：

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。
• Meso-nitro substitution as a means of Mn-octaethylporphyrin redox state controlling
  作者：Olga A. Dmitrieva、Natalya V. Chizhova、Mariya V. Tesakova、Vladimir I. Parfenyuk、Nugzar Zh. Mamardashvili

  DOI：10.1016/j.jorganchem.2021.121790

  日期：2021.5

  and metal exchange of their cadmium complexes with manganese (II) chloride in dimethylformamide was carried out to find the optimal conditions for the synthesis of Mn(II, III)-porphyrins. The obtained compounds were identified by UV-vis, 1H NMR spectroscopy and mass spectrometry. The structural parameters of the synthesized compounds were calculated by the DFT method and their NBO analysis was carried

  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。
• Effect of structural and electronic properties of substituents on the metal porphyrin formation kinetics
  作者：S. G. Pukhovskaya、V. A. Efimovich、O. A. Golubchikov

  DOI：10.1134/s0036023613040141

  日期：2013.4

  5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin was synthesized and the kinetics of its coordination to zinc acetate was studied in comparison with previously studied beta-octamethylporphyrin, beta-octaphenylporphyrin, 5,10,15-triphenyl-2,3,7,8,12,13,17,18-octamethylporphyrin, and 5,10,15,20-tetraphenyl-2,3,7,8,12,13,17,18-octamethylporphine. The effect of structural and electronic properties of substituents on the kinetics of formation of metal porphyrins is analyzed. It is shown that the properties of 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin are determined by both strong electron-withdrawing influence of three nitro groups and by the distortion of the planar structure of the tetrapyrrole macrocycle.
• 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