3-bromophenyltriphenylporphine | 133513-04-9

• 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: 3-bromophenyltriphenylporphine
• 英文别名: 5-(3-bromophenyl)-10,15,20-triphenylporphyrin
• CAS: 133513-04-9
• 化学式: C₄₄H₂₉BrN₄
• 分子量: 693.645
• InChiKey: LGFRDCCHSSHICK-LWQDQPMZSA-N

物化性质

• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.09
• 重原子数：
  49.0
• 可旋转键数：
  4.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.36
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5-(3-Aminophenyl)-10,15,20-triphenylporphyrin 在 copper(I) bromide 、 氢溴酸 、 溶剂黄146 、 亚硝酸异戊酯 作用下， 生成 3-bromophenyltriphenylporphine
  参考文献：
  名称：

  Synthesis of tetraphenylporphines with active groups in the phenyl rings 6. Synthesis of monosubstituted tetraphenylporphines by diazotization

  摘要：

  DOI：

  10.1007/bf00476980

文献信息

• Palladium-Catalyzed Cross-Coupling Reactions of Brominated Porphyrins with Functionalized Organomagnesium Reagents: Direct Preparation of Functional-Group-Bearing Free Base Porphyrins
  作者：Toshikatsu Takanami、Noriaki Sugita、Ikumi Tsuchiya

  DOI：10.3987/com-15-s(t)20

  日期：——

  The direct preparation of free-base porphyrins possessing reactive functional groups such as esters, halides, amide, nitriles, and acetals is described. This method relies on a simple one-pot procedure that involves sequential palladium-catalyzed cross-coupling of brominated free-base porphyrins with functionalized aryl and alkenylmagnesium reagents, which are readily prepared by iodine magnesium exchange of the corresponding organic iodides with the turbo Grignard reagent i-PrMgCl center dot LiCl, followed by demetallation of the resulting magnesium porphyrins under very mild conditions involving either a 1.2 M aqueous methanol solution of HCl or a 0.1 M methanol solution of citric acid at ambient temperature.
• SYRBU, S. A.;SEMEJKIN, A. S.;BEREZIN, B. D., XIMIYA GETEROTSIKL. SOED.,(1990) N1, S. 1507-1509
  作者：SYRBU, S. A.、SEMEJKIN, A. S.、BEREZIN, B. D.

  DOI：——

  日期：——