5α,10β,15α,20β-tetrakis(2-aminophenyl)porphyrinatoiron(III) chloride | 220457-32-9

• 英文名称: 5α,10β,15α,20β-tetrakis(2-aminophenyl)porphyrinatoiron(III) chloride
• 英文别名: chloro iron(III) α,β,α,β-5,10,15,20-tetra(o-aminophenyl)porphyrin
• CAS: 220457-32-9；743422-30-2；97775-27-4
• 化学式: C₄₄H₃₂ClFeN₈
• 分子量: 764.092
• InChiKey: BOXOOKWSNDDPRD-YKKPBKTHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  5α,10β,15α,20β-tetrakis(2-aminophenyl)porphyrinatoiron(III) chloride 、 N,N-二甲基甘氨酸盐酸盐 在 oxalyl chloride 、 triethyl amine 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到5α,10β,15α,20β-tetrakis(2-(N,N-dimethylaminoacetamido)phenyl)porphyrinatoiron(III) chloride
  参考文献：
  名称：

  Nitric oxide binding to cationic and anionic ferric porphyrins in aqueous solution: reversible formation of ferrous NO species of the cationic porphyrin

  摘要：

  Two water-soluble ferric porphyrins, sodium 5alpha,10beta,15alpha,20beta-tetrakis(2-(sulfonatoacetamido)phenyl)porphyrinatoiron(III) (Fe(III)TanP) and 5alpha,10beta,15alpha,20beta-tetrakis(2-(N,N,N-trimethylammoniumacetamido)phenyl)porphyrinatoiron(III) chloride ((FeT)-T-III-catP), were synthesized. The pK(a) values of the coordinated H2O of Fe(III)TanP and Fe(III)TcatP were evaluated to be 8.0 and 4.1, respectively. Reactions of NO with the ferric porphyrins were examined spectrophotometrically in aqueous solution. Porphyrin Fe(III)TanP binds NO reversibly to give the corresponding ferric NO species at pH 1.3 and pH 3.0, and Fe(III)TcatP reacts similarly with NO at pH 1.3. The thermodynamic data for the NO binding were estimated from van't Hoff plots. At pH 3.0, visible and ESR spectral data indicated that Fe(III)TcatP binds NO reversibly to produce ferrous NO species depending on NO partial pressures. These results were discussed based on through-space intramolecular interactions between the coordinated H2O or NO and the ionic substituents of the porphyrins. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.01.038
• 作为产物：
  描述：

  iron(II) chloride 、 tetrakis-5,10,15,20-(o-aminophenyl)porphyrin 在 2,6-dimethylpyridine 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到5α,10β,15α,20β-tetrakis(2-aminophenyl)porphyrinatoiron(III) chloride
  参考文献：
  名称：

  Nitric oxide binding to cationic and anionic ferric porphyrins in aqueous solution: reversible formation of ferrous NO species of the cationic porphyrin

  摘要：

  Two water-soluble ferric porphyrins, sodium 5alpha,10beta,15alpha,20beta-tetrakis(2-(sulfonatoacetamido)phenyl)porphyrinatoiron(III) (Fe(III)TanP) and 5alpha,10beta,15alpha,20beta-tetrakis(2-(N,N,N-trimethylammoniumacetamido)phenyl)porphyrinatoiron(III) chloride ((FeT)-T-III-catP), were synthesized. The pK(a) values of the coordinated H2O of Fe(III)TanP and Fe(III)TcatP were evaluated to be 8.0 and 4.1, respectively. Reactions of NO with the ferric porphyrins were examined spectrophotometrically in aqueous solution. Porphyrin Fe(III)TanP binds NO reversibly to give the corresponding ferric NO species at pH 1.3 and pH 3.0, and Fe(III)TcatP reacts similarly with NO at pH 1.3. The thermodynamic data for the NO binding were estimated from van't Hoff plots. At pH 3.0, visible and ESR spectral data indicated that Fe(III)TcatP binds NO reversibly to produce ferrous NO species depending on NO partial pressures. These results were discussed based on through-space intramolecular interactions between the coordinated H2O or NO and the ionic substituents of the porphyrins. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.01.038

文献信息

• [EN] SELECTIVE PORPHYRIN-CATALYZED ELECTROCHEMICAL REDUCTION OF CO2 INTO CO, IN PARTICULAR IN WATER<br/>[FR] RÉDUCTION ÉLECTROCHIMIQUE CATALYSÉE DES PORPHYRINES SÉLECTIVES DU CO2 EN CO, PARTICULIÈREMENT DANS L'EAU
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENT (CNRS)

  公开号：WO2018011229A1

  公开（公告）日：2018-01-18

  The present invention relates to the use of complexes of water soluble porphyrins of formula (I). The present invention relates to water soluble porphyrins of formula (I), wherein R1 to R11 and R1' to R8' are as defined in claim 1, their iron complexes, use thereof as catalysts for the selective electrochemical reduction of CO2 into CO, electrochemical cells comprising them, and methods for reducing electrochemically CO2 into CO using said complexes or said electrochemical cells, thereby producing CO or syngas.

  本发明涉及使用式(I)的水溶性卟啉的络合物。本发明涉及式(I)的水溶性卟啉，其中R1至R11和R1'至R8'如权利要求1中定义，它们的铁络合物，以及将它们用作CO2选择性电化学还原为CO的催化剂，包括它们的电化学电池，以及使用所述络合物或所述电化学电池将 在电化学上还原为CO的方法，从而产生CO或合成气。
• Through-Space Charge Interaction Substituent Effects in Molecular Catalysis Leading to the Design of the Most Efficient Catalyst of CO₂-to-CO Electrochemical Conversion
  作者：Iban Azcarate、Cyrille Costentin、Marc Robert、Jean-Michel Savéant

  DOI：10.1021/jacs.6b07014

  日期：2016.12.28

  this catalysis boosting effect to the Coulombic interaction of these positive charges with the negative charge borne by the initial Fe0-CO2 adduct is confirmed by the negative deviation observed when the four positive charges are replaced by four negative charges borne by sulfonate groups also installed in the para positions of the TPP phenyls. The climax of this strategy of catalysis boosting by means

  这项研究通过空间取代基对铁（0）四苯基卟啉电化学 CO2 到 CO 转化的催化作用的出发点是通过结构电子效应与铁（I / 0）之间的线性自由能相关性我们单独建立的标准电位。在四苯基卟啉 (TPP) 苯基的对位引入四个带正电荷的三甲基苯胺基团导致与相关性的重要正偏差和催化塔菲尔图的平行改进。这种催化促进作用归因于这些正电荷与初始 Fe0- 加合物所带负电荷的库仑相互作用，这通过观察到的负偏差得到证实，当四个正电荷被四个由磺酸盐基团承担的负电荷取代时，观察到的负偏差也证实了这一点。安装在 TPP 苯基的对位。当在 TPP 苯基的邻位引入四个带正电荷的三甲基苯胺基团时，这种通过初始 Fe0- 加合物的库仑稳定来促进催化的策略达到了高潮。添加高浓度的弱酸苯酚有助于裂解 的一个 CO 键。由此产生的催化剂的效率是前所未有的，可以通过与所有目前可用的电化学 转化为 CO 催化剂的催化