(5,15-bis(2-methoxyphenyl)-2,8,12,18-tetra-n-butyl-3,7,13,17-tetramethylporphyrinato)zinc | 386722-63-0

• 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: (5,15-bis(2-methoxyphenyl)-2,8,12,18-tetra-n-butyl-3,7,13,17-tetramethylporphyrinato)zinc
• 英文别名: zinc(II) 5,15-di(o-methoxyphenyl)-3,7,13,17-tetramethyl-2,8,12,18-tetra-n-butylporphyrin；zinc-5,15-bis(ortho-methyloxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrin；zinc 5,15-di(ortho-methyloxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrin；[2,8,12,18-tetrabutyl-5,15-bis(2-methoxyphenyl)-3,7,13,17-tetramethylporphyrinato]zinc；zinc 5,15-di(o-methoxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrinate；5,15-di(o-methoxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrinatozinc
• CAS: 386722-63-0；386722-66-3；254115-83-8
• 化学式: C₅₄H₆₄N₄O₂Zn
• 分子量: 866.518
• InChiKey: UPKVKIMLKOSTQA-HQYFUODISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.95
• 重原子数：
  61.0
• 可旋转键数：
  16.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  53.04
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (5,15-bis(2-methoxyphenyl)-2,8,12,18-tetra-n-butyl-3,7,13,17-tetramethylporphyrinato)zinc 在 甲醇 、 三溴化硼 作用下， 以 氯仿 为溶剂， 以94%的产率得到(5,15-bis(2-hydroxyphenyl)-2,8,12,18-tetra-n-butyl-3,7,13,17-tetramethylporphyrinato)zinc
  参考文献：
  名称：

  Molecular recognition of α-amino acid esters with arylporphyrin zinc complexes

  摘要：

  采用分光光度滴定法研究了20℃甲苯中10种芳基卟啉锌配合物对甘氨酸、α-丙氨酸和亮氨酸甲酯的识别能力。氨基酸-卟啉缔合体的形成取决于大环中的取代模式，通过 1 H NMR 光谱进行检查。发现苯环对位具有羟基的二芳基卟啉的锌络合物对于甘氨酸甲酯是最好的识别剂，而苯环邻位具有羟基的二芳基卟啉的锌络合物对亮氨酸甲酯的识别效果最好。苯环。

  DOI：

  10.1007/s11176-005-0029-0
• 作为产物：
  描述：

  zinc diacetate 、 5,15-(ortho-methyloxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrin 以 N,N-二甲基甲酰胺 为溶剂， 生成 (5,15-bis(2-methoxyphenyl)-2,8,12,18-tetra-n-butyl-3,7,13,17-tetramethylporphyrinato)zinc
  参考文献：
  名称：

  Pukhovskaya; Guseva; Mamardashvili, Russian Journal of Coordination Chemistry, 1998, vol. 24, # 11, p. 797 - 801

  摘要：

  DOI：

文献信息

• Pukhovskaya; Guseva; Semeikin, Russian Journal of Inorganic Chemistry, 2005, vol. 50, # 4, p. 572 - 576
  作者：Pukhovskaya、Guseva、Semeikin、Kuvshinova、Golubchikov

  DOI：——

  日期：——
• Zaitseva; Zdanovich; Koifman, Russian Journal of Physical Chemistry, 2005, vol. 79, # SUPPL.1, p. S45-S50
  作者：Zaitseva、Zdanovich、Koifman

  DOI：——

  日期：——
• Complexation of Zn Arylporphyrinates with Leucine Methyl Ester
  作者：G. M. Mamardashvili、O. E. Storonkina、N. Zh. Mamardashvili

  DOI：10.1023/b:ruco.0000030157.98943.43

  日期：2004.6

  Extra coordination of L-leucine methyl ester with seventeen different Zn arylporphyrinates is studied by spectrophotometric titration and capability of Zn porphyrinates with the active OH groups to recognize LeiOCH(3) in toluene at 20degreesC is determined. The formation of associates of the composition amino acid etherporphyrinate depending on the substituent positions in a macrocycle is studied by the H-1 NMR method. The most strong donor-acceptor bonds between Zn porphyrinate and LeiOCH(3) are observed in the case of pyridine-substituted porphyrins and porphyrins with phenyl rings containing electron-donor substituents in the m-position. The best recognizing capabilities with respect to leucine are shown by Zn porphyrinates with di- and tetra-4-OH-phenyl substitution in the meso-positions of a macrocycle.
• Complexes of zinc 5,15-di(ortho-methoxyphenyl)octaalkylporphyrinate with nitrogen-containing bases
  作者：S. V. Zaitseva、S. A. Zdanovich、O. I. Koifman

  DOI：10.1134/s1070328406070049

  日期：2006.7

  The formation of molecular complexes of zinc 5,15-di(ortho-methoxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrinate (ZnP) with nitrogen-containing bases L (L is imidazole, 2-methylimidazole, pyridine, 3,5-dimethylpyrazole, or dimethylformamide) in benzene is studied by spectrophotometry and computer simulation. The nature of an additional molecular ligand affects the stability of the macrocyclic complex (L)ZnP. The stability constant of this complex increases linearly with an increase in the basicity of the extra ligand and is proportional to the shift of the main absorption bands in the electronic spectra (Q(0-1), B (Soret band)). The molecular structures of zinc porphyrinate and its extra complexes are optimized by the PM3 quantum-chemical method. Their geometric and energy parameters are calculated. Correlations between the calculated energies of interaction of the central metal atom with the nitrogen atom of the extra ligand and the stability of (L)ZnP are found. The dependence of the zinc-extra ligand bond strength on the basicity of the additional molecular ligand is determined on the basis of the experimental and calculated data. The coordination properties of the compound under study are found to be affected by steric strains.
• Kinetics of Zn-5,15-di(ortho-methyloxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrin oxidation by organic peroxides in o-xylene
  作者：S. V. Zaitseva、O. R. Simonova、S. A. Zdanovich、O. I. Koifman

  DOI：10.1134/s0036023610060215

  日期：2010.6

  A spectrophotometric and quantum chemical (PM3) study of the structure and properties of Zn-5,15-di(ortho-methyloxyphenyl)-2,8,12,18-tetramethyl-3,7,13,17- tetrabutylporphyrin (ZnP(I)) in its oxidation with organic peroxides in o-xylene at T = 295 K is presented. The kinetic parameters (k(app), k(v)) of this reaction are reported. The reactivities of strained zinc porphyrinates (ZnP(I), Zn-5,15-di(ortho-methyloxyphenyl)-2,3,7,8,12,13,17,18-octamethylporphyrin (ZnP(II)), and a zinc porphyrin with a 2,5-dimethoxyphenylene "cover" (ZnP(III))) are compared. The electronic and conformational properties of the macrocycle are significant factors in the interaction of the metalloporphyrins with the peroxides. The structures of the reactants and intermediates have been calculated by the PM3 method. The macrocycle of ZnP(I) has a distorted structure. The degree and type of distortion are estimated. When reacting with the peroxides, the metalloporphyrin changes its structure so that the macrocycle becomes still more strained, and this enhances its reactivity.