5,10-diphenyl-2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyne | 65858-42-6

• 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-diphenyl-2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyne
• 英文别名: 5,15-diphenyl-2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphin；2,3,7,8,12,13,17,18-octaethyl-5,15-diphenylporphyrin；octaethyl-5,15-diphenylporphyrin；5,15-diphenyloctaethylporphyrin；5,15-diphenyloctaethylporphine；H₂^5,15DPOEP；2,3,7,8,12,13,17,18-octaethyl-5,15-diphenyl-21H,23H-porphyrin；2,3,7,8,12,13,17,18-octaethyl-5,15-diphenylporphyrine；5,15-diphenyl-2,3,7,8,12,-13,17,18-octaethylporphyrin；5,15-diphenyl-2,3,7,8,12,13,17,18-octaethylporphyrin；5,15-bis-(phenyl)octaethylpoprhyrin；2,3,7,8,12,13,17,18-octaethyl-5,15-diphenyl-porphyrin
• CAS: 65858-42-6
• 化学式: C₄₈H₅₄N₄
• 分子量: 686.984
• InChiKey: OFKXBJJDPIDLAH-HJOXILSFSA-N

物化性质

• 沸点：
  935.8±65.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.36
• 重原子数：
  52.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.36
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5,10-diphenyl-2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyne 在 copper diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  摘要：

  The dissociation kinetics of the cobalt and copper complexes with octaethylporphyrin, its 5-phenyl, 5,15-diphenyl, and 5,10,15,20-tetraphenyl derivatives, and dodecaphenylporphyrin in acetic acid with small additions of trifluoroacetic acid were studied. In this series of complexes, the steric distortion of the tetrapyrrole macrocycle sequentially increases, which results in a regular decrease in the kinetic stability of the metal porphyrins: The dissociation rate increases by three orders of magnitude.

  DOI：

  10.1023/a:1015322118490
• 作为产物：
  描述：

  diethyl 3,3',4,4'-tetraethyl-2,2'-methylenedipyrrole-5,5'-dicarboxylate 在 氢氧化钾 、 邻四氯苯醌 、 一水合肼 、 氯乙酸 作用下， 以 乙二醇 为溶剂， 反应 9.5h， 生成 5,10-diphenyl-2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyne
  参考文献：
  名称：

  Dudkina; Shatunov; Kuvshinova, Russian Journal of General Chemistry, 1998, vol. 68, # 12, p. 1955 - 1960

  摘要：

  DOI：

文献信息

• Structural modification and kinetic stability of octaethylporphyne complexes with palladium (II)
  作者：T. N. Lomova、M. E. Klyueva、E. Yu. Tyulyaeva

  DOI：10.1134/s0036024411060215

  日期：2011.6

  mono-meso-phenyl derivative), the complexes undergo transformations that are investigated by chemical kinetics. It is shown that instead of the usual dissociation of the coordination center, single-electron oxidation in the macrocycle of complexes takes place. A multistage mechanism is revealed that involves the kinetically significant equilibrium between the formation of H-associated complex and irreversible coordination

  比较2,3,7,8,12,13,17,18-八乙基-21H，23H-卟啉（H 2 OEP）中逐步取代内消旋苯基对与其Pd（II）配合物稳定性的影响到内消旋-tetraphenylporphyne复合物与未取代的C β原子被化学动力学和物理化学分析来调查。使用光谱方法，研究了ACOH -H 2 SO 4混合物中配合物的状态和反应，以了解广泛的组成。结果发现，配位中心在混合物中的H 2 SO 4含量高达100％时是稳定的。无论是在分子状态或与质子（和的PdOEP其单关联的内消旋-苯基衍生物），复合物经历由化学动力学研究转化。结果表明，配合物的大环中发生单电子氧化，而不是配位中心的通常解离。揭示了一种多级机理，涉及在H-缔合的配合物的形成与分子氧的不可逆配位之间的动力学上显着的平衡，然后是电子将其从芳族体系转移到该氧的酸辅助转移。确定了配合物的氧化稳定性，讨论了大环配体结构与配位中心电子结构之间的关系。
• Synthesis and spectroscopic characterization of super-stable rhenium(V)porphyrins
  作者：N.G. Bichan、E.Yu. Tyulyaeva、I.A. Khodov、T.N. Lomova

  DOI：10.1016/j.molstruc.2013.12.074

  日期：2014.3

  dissociation along M N bonds in concentrated H 2 SO 4 under heating up to 363 K. Compounds ( 3 ) and ( 4 ) undergo one-electron oxidation to form stable π-cation radicals O Re ( HSO 4 ) P + under these conditions. The products of the reaction between all studied porphyrins and concentrated H 2 SO 4 were isolated in CHCl 3 by reprecipitation onto ice and proved to be rhenium(V) complexes O Re(HSO 4 )P.

  摘要 铼(V)卟啉配合物μ-氧代-双[(氧代)(5,10,15,20-四苯基-21H,23H-卟啉)铼(V)][O ReTPP] 2 O ( 1 )的制备), (oxo)(phenoxo)(2,3,7,8,12,13,17,18-octaethyl-5-monophenyl-21H,23H-porphinato)rhenium(V) O Re(PhO)MPOEP ( 2 ) , (cloro)(oxo)(2,3,7,8,12,13,17,18-octaethyl-5,15-diphenyl-21H,23H-porphinato)rhenium(V) O Re(Cl) 5,15 DPOEP ( 4 ) 和 (oxo)(phenoxo)(2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphinato)rhenium(V) O Re(PhO)OEP (5) }
• Influence of the Structure of the Organic Moiety of Copper(II) Porphyrins on Their Reactivity toward Acids
  作者：O. V. Kosareva、M. E. Klyueva、T. N. Lomova、E. E. Suslova

  DOI：10.1007/s11176-005-0250-x

  日期：2005.3

  acid-induced dissociation of copper(II) porphyrin complexes with a high degree of meso - and β-substitution in the ligand was studied. The copper(II) complexes with octaethylporphyrins containing 0, 1, 2, 3, and 4 meso -phenyl substituents were ranked with respect to the stability. Octaβ-alkyl and unsymmetrical meso -phenyl substitution affects not only the quantitative characteristics of dissociation of the

  研究了酸诱导的铜（II）卟啉配合物在配体中具有高 介观 和β取代度的解离 。将具有0、1、2、3和4个 内消旋 苯基取代基的八乙基卟啉的铜（II）配合物进行 稳定性排序。Octaβ烷基和不对称 的内消旋 -苯基取代不仅影响复合物解离的定量特性，而且该过程的动力学关系。
• Regioselective Synthesis of Conformationally Designed Porphyrins with Mixedmeso-Substituent Types and Distortion Modes
  作者：Mathias O. Senge、Ines Bischoff

  DOI：10.1002/1099-0690(200105)2001:9<1735::aid-ejoc1735>3.0.co;2-6

  日期：2001.5
• Properties of chemically generated π-radical cations and molecules of (meso-phenyl-β-octaethylporphyrinato)rhenium(V) with axial molecular oxygen
  作者：N. G. Bichan、E. Yu. Tyulyaeva、T. N. Lomova

  DOI：10.1134/s0036023614120079

  日期：2014.12

  The state of existence and reactions of stable rhenium(V) complexes with beta-octaethylporphin (O=Re(OPh)OEP, O=Re(Cl)OEP) and its meso-diphenyl-substituted derivatives (O=Re(Cl)(DPOEP)-D-5,15) in concentrated H2SO4 at 318-348 K were studied. It was found that O=Re(Cl)(DPOEP)-D-5,15 undergoes slow single-electron oxidation at the aromatic ligand to give pi-radical cation. The oxidation is accompanied by replacement of the axial Cl- ligand by the hydrogen sulfate ion present in excess. Full kinetic description of the intricate oxidation reaction of the complex involving atmospheric oxygen was obtained and parameters of simple reactions that constitute the intricate process were determined. In the case of O=Re(Cl)OEP and O=Re(OPh)OEP, the reaction stops after the formation of the cationic complex with axially coordinated oxygen and outer-sphere chloride ion O=Re(O-2)OEP+ Cl-. The effect of the nature of axial and macrocyclic ligands in rhenium(V) porphyrins on the processes in sulfuric acid solutions of these compounds was established.