2-formyl-5,10,15,20-tetrakis(4'-isopropylphenyl)porphyrinato nickel (II) | 252657-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-formyl-5,10,15,20-tetrakis(4'-isopropylphenyl)porphyrinato nickel (II)
• 英文别名: 2-formyl-5,10,15,20-tetrakis(4'-isopropylphenyl)porphyrinatonickel(II)
• CAS: 252657-94-6
• 化学式: C₅₇H₅₂N₄NiO
• 分子量: 867.756
• InChiKey: USTXZYUYKHJKPO-RBDUSRMESA-M

计算性质

• 辛醇/水分配系数(LogP)：
  14.64
• 重原子数：
  63.0
• 可旋转键数：
  9.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  71.05
• 氢给体数：
  0.0
• 氢受体数：
  3.0

文献信息

• Halo-Wittig- and zirconium-promoted synthesis of conjugated metalloporphyrin dimers
  作者：Muhammad Yaseen、Mukhtar Ali、Munawar Ali Munawar、Muhammad Salim、Muhammad NajeebUllah、Irshad Khokhar、Muhammad H. Sayyad

  DOI：10.1142/s108842461000215x

  日期：2010.4

  The synthesis and spectroscopic studies of metalloporphyrin dimers having 1,3-butadiyne linker attached to the beta pyrrolic positions of the linked porphyrins are reported. Bromoethenyl metalloporphyrins were synthesized by zirconocene-promoted bromomethylenation of beta formyl metalloporphyrins. Bromoethenyl metalloporphyrins were dehydrohalogenated by potassium tert-butoxide to give beta ethynyl or 2-ethynyl metalloporphyrins. It is the first documented example of zirconocene-promoted bromomethylenation of beta formyl metalloporphyrins. Bromoethenyl metalloporphyrins were also synthesized by halo-Wittig route. 2-ethynyl metalloporphyrins were self dimerized to give metalloporphyrin dimers having 1,3-butadiyne linking bridge. FTIR, Raman spectroscopy, UV-visible, elemental analysis, ¹H NMR and mass spectrometry were used to characterize the compounds.

  报告了金属卟啉二聚体的合成和光谱研究，该二聚体的 1,3 丁二烯连接体连接在所连接卟啉的 beta 吡咯位置上。溴乙烯基金属卟啉是通过锆烯促进β甲酰基金属卟啉的溴甲基化合成的。溴乙烯基金属卟啉经叔丁醇钾脱氢卤化后得到乙炔基或 2-乙炔基金属卟啉。这是锆烯促进β-甲酰基金属卟啉溴甲基化的第一个有据可查的实例。溴乙炔基金属卟啉也是通过卤-维蒂希路线合成的。2- 乙炔基金属卟啉通过自二聚化得到了具有 1,3 - 丁二炔连接桥的金属卟啉二聚体。傅立叶变换红外光谱、拉曼光谱、紫外-可见光谱、元素分析、1H NMR 和质谱法用于表征这些化合物。
• Microwave-assisted synthesis, metallation, and duff formylation of porphyrins
  作者：Muhammad Yaseen、Mukhtar Ali、Muhammad NajeebUllah、Munawar Ali Munawar、Irshad Khokhar

  DOI：10.1002/jhet.78

  日期：2009.3

  Microwave assisted synthesis, metallation, and β-formylation of porphyrins is described. All synthetic reactions were carried out on inorganic polymer solid support using microwave energy. It is the first documented application of the Duff reaction in the field of porphyrins and metalloporphyrins. The overall process is simple, easy, and environment friendly. FTIR, UV–visible, elemental analysis, 1H

  描述了卟啉的微波辅助合成，金属化和β-甲酰化。所有合成反应均使用微波能在无机聚合物固体载体上进行。这是Duff反应在卟啉和金属卟啉领域的第一个有据可查的应用。整个过程简单，容易且对环境友好。FTIR，紫外可见光，元素分析，1 H NMR和质谱用于表征化合物。杂环化学杂志，46，251（2009）。
• Synthesis of Novel Symmetric Porphyrin Schiff Base Dimers by Solid–Liquid Reaction Methodology
  作者：Muhammad Yaseen、Zahid Farooq、Mian H. R. Mahmood、Sheikh Asrar Ahmad、Shahbaz Nazir、Khalid Mahmood Anjum、Syed Ali Raza Naqvi

  DOI：10.1002/jhet.3526

  日期：2019.5

  aromatic amines. Six different asymmetric porphyrin/metalloporphyrin Schiff bases were synthesized via solid–liquid interface reaction methodology. The same solid–liquid synthetic methodology was applied for the synthesis of six novel symmetric Schiff base porphyrin/metalloporphyrin dimers. The comparison of UV–visible spectra of porphyrin Schiff base monomers and dimers revealed that some degree of electronic

  报道了一种新的方便的固液缩合反应程序，用于合成新型不对称和对称的内消旋四芳基卟啉和金属卟啉席夫碱。β-甲酰基卟啉或金属卟啉与芳族胺之间的缩合反应是通过使用中性氧化铝粉末作为β-甲酰基卟啉或金属卟啉的固体载体和无水乙醇作为芳族胺的载体溶剂在固液界面进行的。通过以下方法合成了六个不同的不对称卟啉/金属卟啉席夫碱固液界面反应方法。相同的固液合成方法被用于合成六个新颖的对称席夫碱卟啉/金属卟啉二聚体。卟啉席夫碱单体和二聚体的紫外-可见光谱比较表明，二聚体发生了一定程度的电子扰动，因为单体的Soret带经历了峰扩展和红移。使用柱色谱法和结晶法纯化化合物。傅立叶变换红外光谱，紫外可见光，元素分析，1 H NMR和质谱法用于表征新合成的化合物。
• Olefin-Mediated Interaction Observed for Nickel Tetraphenylporphyrins with an Acceptor Substituted on the β-Carbon
  作者：Chin-Ti Chen、Hsiu-Chih Yeh、Xuequn Zhang、Jenwei Yu

  DOI：10.1021/ol990280r

  日期：1999.12.1

  [GRAPHICS]A new series of acceptor substituted nickel tetraphenylporphyrins were synthesized in order to examine the efficiency of the pi-conjugation through the olefinic linkages to the beta-carbon of porphyrins. perturbed absorption spectra were found for the substituted porphyrins and may be attributed to the reduced symmetry of porphyrins, although such a symmetry factor is acceptor strength dependent. A stronger interaction than previously realized for the beta-carbon substituted porphyrins exists between the porphyrin,pi-system and through an olefin-linked electron acceptor.