5,10,15,20-tetrakis(4-N,N,N-trimethylanilinium)porphyrin chloride | 92739-64-5

• 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: 5,10,15,20-tetrakis(4-N,N,N-trimethylanilinium)porphyrin chloride
• 英文别名: meso-tetra(4-n,n,n-trimethylanilinium)porphine tetrachloride；meso-tetrakis(N,N,N-trimethylaniliniumyl)porphyrin chloride；TMAP；4,4',4",4'"-(21H,23H-porphine-5,10,15,20-tetrayl)tetrakis tetrachloride；5,10,15,20-tetrakis<4-(trimethylammonio)phenyl>porphine tetrachloride；5,10,15,20-tetrakis(4-N,N,N-trimethylaminophenyl)porphyrinato tetrachloride；5,10,15,20-tetrakis(N,N,N-trimethylanilinium-4-yl)porphyrin tetrachloride；5,10,15,20-tetra(4'-N,N,N-trimethylanilinium)porphyrin tetrachloride；5,10,15,20-tetrakis(4-trimethylammoniophenyl)porhyrin tetrachloride；meso-tetrakis(4-N,N,N-trimethylanilinium)porphyrin chloride
• CAS: 92739-64-5
• 化学式: C₅₆H₆₂N₈*4Cl
• 分子量: 988.974
• InChiKey: FHXAYWSMVSJONU-YUTFXDKVSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  9.11
• 重原子数：
  65.0
• 可旋转键数：
  8.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  ammonium iron(II) sulfate hexahydrate 、 5,10,15,20-tetrakis(4-N,N,N-trimethylanilinium)porphyrin chloride 在 ammonium hexafluorophosphate 作用下， 以 水 为溶剂， 反应 4.0h， 以92%的产率得到Fe(5,10,15,20-tetrakis(N,N,N-trimethylanilinium-4-yl)porphyrinate)(5+)
  参考文献：
  名称：

  卟啉铁使流通池中的CO2快速选择性地电催化转化为CO。

  摘要：

  分子催化剂已显示出对CO2电化学还原成CO的选择性高，但电流密度显着低于固态材料所获得的密度。通过将混合有炭黑的简单铁卟啉沉积到碳纸载体上，可以获得催化材料，该催化材料可用于流通池中，以将CO2快速选择性地转化为CO。在中性pH（7.3）下，电流获得的密度高达83.7 mA cm-2，CO选择性接近98％。在碱性溶液（pH 14）中，电流密度保持27 mA cm-2达24 h，在仅50 mV的超电势下，对CO的选择性为99.7％，创下了71％的创纪录能源效率。此外，在470 mV的低过电势下，获得的CO生产电流密度高达152 mA cm-2（> 98％的选择性），

  DOI：

  10.1002/chem.202000160
• 作为产物：
  描述：

  对甲苯磺酸甲酯 、 meso-tetrakis(4'-dimethylaminophenyl)porphyrin 生成 5,10,15,20-tetrakis(4-N,N,N-trimethylanilinium)porphyrin chloride
  参考文献：
  名称：

  水中的阳离子卟啉：质子核磁共振和荧光研究二聚体和分子复合物的形成

  摘要：

  DOI：

  10.1021/j100368a082

文献信息

• [EN] SELECTIVE PORPHYRIN-CATALYZED ELECTROCHEMICAL REDUCTION OF CO2 INTO CO IN WATER<br/>[FR] RÉDUCTION ÉLECTROCHIMIQUE SÉLECTIVE DU CO2 EN CO DANS L'EAU, CATALYSÉE PAR DES PORPHYRINES
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2016124611A1

  公开（公告）日：2016-08-11

  The present invention relates to the use of complexes of water soluble porphyrins of formula (I) below wherein R1 to R10 and R1' to R10' are as defined in claim 1, with iron 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, in water as the solvent.

  本发明涉及使用以下式（I）中的水溶性卟啉配合物，其中R1至R10和R1'至R10'如权利要求1所定义，以铁作为催化剂，用于将CO2选择性电化学还原为CO，包括它们的电化学电池，以及使用所述配合物或所述电化学电池将 电化学还原为CO的方法，从而在水作为溶剂的情况下产生CO或合成气。
• One-Pot Facile Synthesis of Water-Soluble Cationic Aluminum(III) Porphyrins in a Unique Heterogeneous System at Ambient Temperature
  作者：Siby Mathew、Fazalurahman Kuttassery、Daisuke Yamamoto、Satomi Onuki、Yu Nabetani、Hiroshi Tachibana、Haruo Inoue

  DOI：10.1246/bcsj.20150388

  日期：2016.3.15

  Water-soluble cationic 5,10,15,20-tetra(N-methyl-4′-pyridiniumyl)porphyrinatoaluminum(III) (AlTMPyP) has been synthesized by novel one-pot reaction between the parent free-base porphyrin and trimet...

  水溶性阳离子 5,10,15,20-四(N-甲基-4'-吡啶鎓基)卟啉铝 (III) (AlTMPyP) 已通过母体游离碱卟啉和三甲胺之间的新型一锅反应合成。 .
• Influence of DNA on the rate of porphyrin metallation
  作者：Robert F. Pasternack、Esther J. Gibbs、Roberto Santucci、Stephanie Schaertel、Panayiotis Ellinas、Stanley C. Mah

  DOI：10.1039/c39870001771

  日期：——

  Poly(dG–dC)2 and poly(dA–dT)2 have marked influences on the rate of insertion of copper(II) into cationic porphyrins reflecting the interaction mode of the porphyrin with the nucleic acid.

  聚（dG–dC）2和聚（dA–dT）2对铜（II）插入阳离子卟啉的速率有显着影响，反映了卟啉与核酸的相互作用方式。
• Synthesis and DNA Binding of Novel Water-Soluble Cationic Methylcobalt Porphyrins
  作者：Jenna S. Trommel、Luigi G. Marzilli

  DOI：10.1021/ic010232e

  日期：2001.8.1

  Organocobalt derivatives of tetracationic water-soluble porphyrins are difficult to prepare via the typical reductive alkylation of the Co(II)(por) (porH(2) = porphyrin ligand). None have been reported. The problem may arise because the porphyrin core is made relatively electron poor by the positively charged peripheral groups. We have circumvented this problem by using the [Co(III)(NH(3))(5)CH(3)](2+) reagent, which inserts the Co(III)-CH(3) moiety directly into porH(2) in water under basic conditions. The method afforded two new [CH(3)Co(por)](4+) derivatives, [CH(3)CoTMpyP(4)](4+) and [CH(3)CoTMAP](4+), where [TMpyP(4)](4+) and [TMAP](4+) are the coordinated, NH-deprotonated forms of meso-tetrakis(N-methyl-4-pyridiniumyl)porphyrin and meso-tetrakis(N,N,N-trimethylaniliniumyl)porphyrin, respectively. The binding of the two new [CH(3)Co(por)](4+) cations to DNA and to the synthetic DNA polymers [poly(dA-dT)](2) and [poly(dG-dC)](2) was studied. Using published criteria by which changes in DNA viscosity and in the visible and CD spectra in the Soret region can be used to assess DNA binding, we conclude that both are outside binders. A large hypochromicity of the Soret bands of the [CH(3)Co(por)](4+) cations observed upon outside binding to DNA may indicate a high degree of self-stacking. The visible absorption and CD spectra of the [CH(3)Co(por)](4+) cations in the presence of 1:1 mixtures of [poly(dA-dT)](2) and [poly(dG-dC)](2) are nearly identical to those with [poly(dA-dT)](2) alone and are very different from those of [poly(dG-dC)](2) alone. Thus, both cations show a high preference for outside binding at AT-rich over GC-rich DNA sites. Upon binding of each of the [CH(3)Co(por)](4+) cations to all of the DNA polymers, the Soret bands exhibit blue shifts, whereas the Soret bands of the corresponding [(H(2)O)(2)Co(por)](5+) cations exhibit red shifts. The blue shifts strongly suggest that the [CH(3)Co(por)](4+) cations, particularly [CH(3)CoTMAP](4+), become five-coordinate forms to some extent on DNA binding; this result is the first good evidence for the presence at equilibrium of five-coordinate CH(3)Co(III)(N(4)) forms in water.
• Spectral properties and solution behavior of gold(III) coordination compounds with water-soluble porphyrins
  作者：V. V. Vasil’ev、A. A. Lobanovskaya

  DOI：10.1134/s0036023616120196

  日期：2016.12

  Gold(III) coordination compounds with three water-soluble porphyrinsaEuro center dot 5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrin (H2TSPP4-), 5,10,15,20-tetrakis(4-N-methylpyridyl)porphyrin (H2TMPyP4+), and 5,10,15,20-tetrakis(4-N,N,N-trimethylaminophenyl)porphyrin (H(2)TTMAPP(4+))aEuro center dot have been studied. Complex [Au(TTMAPP)](5+) has been prepared for the first time. The analysis of coordination-induced shifts of proton signals in NMR spectra and intensities of Q bands in absorption spectra indicates the high degree of bond covalence in the studied metal porphyrins and a partial transfer of electron density from porphyrin to gold ion. The cationic complexes [Au(TMPyP)](5+) and [Au(TTMAPP)](5+) in aqueous solutions has been found to exist in monomeric form, while anionic complex [Au(TSPP)](3-) undergoes dimerization upon growth of concentration and solution ionic strength. Equilibrium constant for dimerization has been calculated, the constant has been found to decrease when temperature rises. Thermodynamic parameters of dimerization process have been determined: Delta HA degrees =-31.8 kJ/mol and Delta SA degrees =-13.8 J/mol K.