5,10,15,20-tetrakis(4-hydroxyphenyl)-21H,23H-porphinato iron(III) chloride | 64413-57-6

• 英文名称: 5,10,15,20-tetrakis(4-hydroxyphenyl)-21H,23H-porphinato iron(III) chloride
• 英文别名: 5,10,15,20-tetrakis(p-hydroxyphenyl)-21H,23H-porphyrin iron(III) chloride；[5,10,15,20-tertakis(4-hydroxyphenyl)porphyrinato]Fe(III)chloride；5,10,15,20-tetrakis(4-hydroxyphenyl)porphinatoiron(III) chloride；5,10,15,20-tetra(4-hydroxyphenyl) porphyrinato iron chloride；5,10,15,20-tetra(4-methoxy)phenyl porphyrin iron chloride；iron(III) tetra(p-hydroxyphenyl)porphyrin chloride
• CAS: 64413-57-6；478554-93-7
• 化学式: C₄₄H₂₈ClFeN₄O₄
• 分子量: 768.031
• InChiKey: IXKJWNOOTOTWQU-YKKPBKTHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  5,10,15,20-tetrakis(4-hydroxyphenyl)-21H,23H-porphinato iron(III) chloride 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 以75%的产率得到chloro[5,10,15,20-tetrakis(4-methacryloyloxyphenyl)-21H,23H-porphyrinato]iron(III)
  参考文献：
  名称：

  Molecularly Imprinted Polymers with Signaling Function Based on the UV–Vis Spectral Change by Diastereoselective Binding Events

  摘要：

  使用可聚合铁(III)卟啉和/或甲基丙烯酸作为功能单体制备信号辛可尼丁印迹聚合物，并通过色谱测试、斯卡查德分析和光谱分析进行评估。用与辛可尼丁等摩尔量的铁(III)卟啉单体和六当量的甲基丙烯酸制备的印迹聚合物对辛可尼丁具有最强的结合（Ka = 5.7 × 105 M−1）和最高的选择性（α = 14.6）。非对映异构体，辛可宁。因此，得出结论，铁(III)卟啉和甲基丙烯酸残基在印记结合位点协同作用。还有一个额外的优点是卟啉提供与辛可尼丁的手性结合事件成比例的信号传导功能。印迹聚合物的紫外-可见光吸光度与辛可尼定浓度的对数之间观察到线性关系，表明该聚合物可用作选择性辛可尼定传感材料。此外，各种金属卟啉可以用作功能化单体，以制备能够与此类金属卟啉配位的多种目标化合物的功能性MIP，即使目标化合物不具有特征性的紫外-可见吸收或荧光。

  DOI：

  10.1246/bcsj.78.356
• 作为产物：
  描述：

  5,10,15,20-Tetrakis(4-hydroxyphenyl)porphyrin 、 iron(II) chloride tetrahydrate 在 2,6-二甲基吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以59%的产率得到5,10,15,20-tetrakis(4-hydroxyphenyl)-21H,23H-porphinato iron(III) chloride
  参考文献：
  名称：

  Molecularly Imprinted Polymers with Signaling Function Based on the UV–Vis Spectral Change by Diastereoselective Binding Events

  摘要：

  使用可聚合铁(III)卟啉和/或甲基丙烯酸作为功能单体制备信号辛可尼丁印迹聚合物，并通过色谱测试、斯卡查德分析和光谱分析进行评估。用与辛可尼丁等摩尔量的铁(III)卟啉单体和六当量的甲基丙烯酸制备的印迹聚合物对辛可尼丁具有最强的结合（Ka = 5.7 × 105 M−1）和最高的选择性（α = 14.6）。非对映异构体，辛可宁。因此，得出结论，铁(III)卟啉和甲基丙烯酸残基在印记结合位点协同作用。还有一个额外的优点是卟啉提供与辛可尼丁的手性结合事件成比例的信号传导功能。印迹聚合物的紫外-可见光吸光度与辛可尼定浓度的对数之间观察到线性关系，表明该聚合物可用作选择性辛可尼定传感材料。此外，各种金属卟啉可以用作功能化单体，以制备能够与此类金属卟啉配位的多种目标化合物的功能性MIP，即使目标化合物不具有特征性的紫外-可见吸收或荧光。

  DOI：

  10.1246/bcsj.78.356

文献信息

• One-pot general synthesis of metalloporphyrins
  作者：Anil Kumar、Suman Maji、Prashant Dubey、G.J. Abhilash、Sohini Pandey、Sabyasachi Sarkar

  DOI：10.1016/j.tetlet.2007.08.046

  日期：2007.10

  A new general one-pot method for the synthesis of various metalloporphyrins has been developed from pyrrole and substituted aldehydes using transition metal salts. This method allows higher working concentrations than those previously reported. Along with the reported metalloporphyrins, some new metalloporphyrins were synthesized in good yield.

  已经开发了一种新的通用一锅法，该方法可使用吡咯和取代醛，使用过渡金属盐合成各种金属卟啉。这种方法比以前报道的允许更高的工作浓度。与报道的金属卟啉一起，以高收率合成了一些新的金属卟啉。
• Catalytic activity of carbon nanotube supported iron(III) and manganese(III) porphyrins in oxidation of olefins with tert-butyl hydroperoxide: Higher activity of the iron(III) porphyrin
  作者：Saeed Rayati、Parisa Jafarzadeh、Saeed Zakavi

  DOI：10.1016/j.inoche.2012.11.017

  日期：2013.3

  manganese and iron porphyrin. In comparison of the two metalloporphyrins, catalytic activity of the manganese porphyrin is more sensitive to the type of solvent than the iron one. In spite of the crucial role of imidazole (ImH) on catalytic performance of the manganese porphyrin, the presence of ImH has a negative effect on the activity of the iron porphyrin. The nano-tube supported iron porphyrin may

  摘要 报道了碳纳米管负载的内消旋四 (4-羟基苯基) 卟啉的铁 (III) 和锰 (III) 配合物催化叔丁基氢过氧化物 (TBHP) 氧化烯烃。结果表明，与 Mn(III) 络合物相比，Fe(III) 络合物具有更高的催化活性。除了环辛烯以氧化环辛烯为唯一产物外，苯乙烯、α-甲基苯乙烯和环己烯的氧化分别导致苯甲醛、苯乙酮和环己烯-1-one 作为主要产物的形成。在这项研究中，发现乙腈是在锰和卟啉铁存在下进行反应的最佳溶剂。比较两种金属卟啉，锰卟啉的催化活性对溶剂类型比铁卟啉更敏感。尽管咪唑 (ImH) 对锰卟啉的催化性能起关键作用，但 ImH 的存在对铁卟啉的活性有负面影响。纳米管负载的铁卟啉可以回收并重复使用至少四次，而不会显着降低催化活性。
• 一种改性金属卟啉的制备方法及其催化氧化 脱硫的应用
  申请人：中国科学院山西煤炭化学研究所

  公开号：CN106083867B

  公开（公告）日：2018-07-20

  一种改性金属卟啉的制备方法是以金属卟啉为原料，加入二氯甲烷中，充分溶解，记为溶液1，将置换剂溶于去离子水中，记为溶液2；将溶液1和溶液2混合，在10~50℃温度下搅拌10~30小时；反应结束之后溶液分层，将上下溶液分离，并对下层溶液进行旋蒸，即得到改性金属卟啉。本发明具有操作简单，有效提高了金属卟啉的催化活性的优点。
• Differential Sensing of Protein Influences by NO and CO Vibrations in Heme Adducts
  作者：Mohammed Ibrahim、Changliang Xu、Thomas G. Spiro

  DOI：10.1021/ja064859d

  日期：2006.12.1

  Heme proteins bind the gaseous ligands XO (X = C, N, O) via backbonding from Fe d(pi) electrons. Backbonding is modulated by distal interactions of the bound ligand with the surrounding protein and by variations in the strength of the trans proximal ligand. Vibrational modes associated with FeX and XO bond stretching coordinates report on these interactions, but the interpretive framework developed for CO adducts, involving anticorrelations of nu FeC and nu CO, has seemed not to apply to NO adducts. We have now obtained an excellent anticorrelation of nu FeN and nu NO, via resonance Raman spectroscopy on (N-methylimidazole)Fe(II)TPP-Y(NO), where TPP-Y is tetraphenylporphine with electron-donating or -withdrawing substituents, Y, that modulate the backbonding; the problem of laser-induced dissociation of the axial base was circumvented by using frozen solutions. New data are also reported for CO adducts. The anticorrelations are supported by DFT calculations of structures and spectra. When protein data are examined, the NO adducts show large deviations from the modeled anticorrelation when there are distal H-bonds or positive charges. These deviations are proposed to result from closing of the FeNO angle due to a shift in the valence isomer equilibrium toward the Fe(III)(NO-) form, an effect that is absent in CO adducts. The differing vibrational patterns of CO and NO adducts provide complementary information with respect to protein interactions, which may help to elucidate the mechanisms of ligand discrimination and signaling in heme sensor proteins.
• A Green Process for Oxidation of <i>p</i>-Nitrotoluene Catalyzed by Metalloporphyrins under Mild Conditions
  作者：Lanzhi Wang、Yuanbin She、Rugang Zhong、Hongbing Ji、Yanhui Zhang、Xufeng Song

  DOI：10.1021/op060056z

  日期：2006.7.1

  A novel synthetic technology of p-nitrobenzoic acid has been investigated with dioxygen by using metalloporphyrins RTPP-(MCl)-Cl-III (M = Fe, Co, Mn) as biomimetic catalysts. Oxidation of p-nitrotoluene to p-nitrobenzoic acid under 2.0 MPa of O-2 in the presence of a microamount of metalloporphyrins (RTPP-(MCl)-Cl-III) at 55 degrees C was achieved with the highest ( up to 90.4%) yield. Further research results show that the catalytic activities were relative to the nature of the substituted groups and the central metal ions of metalloporphyrins. For the metalloporphyrins with the same center metal ions, the greater the electron-withdrawing degree of groups in the porphyrin ring, the higher the catalytic activities of the metalloporphyrins. The catalytic activities for metalloporphyrins with different center metal ions followed the order RTPPMn Cl-III > RTPP (FeCl)-Cl-III > RTPP (CoCl)-Cl-III.