copper(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin | 867000-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: copper(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin
• CAS: 867000-51-9
• 化学式: C₄₈H₂₄CuF₁₂N₄
• 分子量: 948.272
• InChiKey: CZGIJFJEBSMKPV-WUTQRECDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.31
• 重原子数：
  65.0
• 可旋转键数：
  4.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  53.98
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  copper(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin 在 硫酸 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以70%的产率得到5,10,15,20-tetraphenyl-2,3,12,13-tetrakis(trifluoromethyl)porphyrin
  参考文献：
  名称：

  Oxidative Coupling of Benzylamines to Imines by Molecular Oxygen Catalyzed by Cobalt(II) β-Tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin

  摘要：

  Oxidative coupling of benzylamines to imines by molecular oxygen is efficiently realized in the presence of very low catalyst loadings of Co(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin. Due to the effect of four β-CF3 groups, the catalyst shows good selectivity and very high turnover number. The reaction is easily scaled up and may provide a convenient way to prepare many imines in large scale.

  DOI：

  10.1021/jo5017212
• 作为产物：
  描述：

  氟磺酰基二氟乙酸甲酯 、 在 copper(l) iodide 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以86%的产率得到copper(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin
  参考文献：
  名称：

  Oxidative Coupling of Benzylamines to Imines by Molecular Oxygen Catalyzed by Cobalt(II) β-Tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin

  摘要：

  Oxidative coupling of benzylamines to imines by molecular oxygen is efficiently realized in the presence of very low catalyst loadings of Co(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin. Due to the effect of four β-CF3 groups, the catalyst shows good selectivity and very high turnover number. The reaction is easily scaled up and may provide a convenient way to prepare many imines in large scale.

  DOI：

  10.1021/jo5017212

文献信息

• Fluoroalkylation of Porphyrins: A Facile Synthesis of Trifluoromethylated Porphyrins by a Palladium-Catalyzed Cross-Coupling Reaction
  作者：Chao Liu、Qing-Yun Chen

  DOI：10.1002/ejoc.200500027

  日期：2005.9

  Various trifluoromethylated porphyrins can be conveniently synthesized in high yields by the reaction of brominated porphyrins with FSO2CF2COOMe/CuI in the presence of catalytic amounts of Pd2(dba)3·CHCl3/AsPh3. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

  在催化量的 Pd2(dba)3·CHCl3/AsPh3 存在下，通过溴化卟啉与 FSO2CF2COOMe/CuI 的反应，可以方便地以高产率合成各种三氟甲基化卟啉。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)