(3-nitro-5,10,15-tris(4-methylphenyl)corrole-3H)Ag(III) | 1000035-47-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (3-nitro-5,10,15-tris(4-methylphenyl)corrole-3H)Ag(III)
• 英文别名: [3-NO2ttcorr]Ag(III)；3-nitro-5,10,15-tris[(4-methylphenyl)corrolato]silver(III)
• CAS: 1000035-47-1
• 化学式: C₄₀H₂₈AgN₅O₂
• 分子量: 718.563
• InChiKey: LRKMMVCIVWXDGW-IOHRDXDESA-N

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：

  (3-nitro-5,10,15-tris(4-methylphenyl)corrole-3H)Ag(III) 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以75%的产率得到C₄₀H₂₇AgBrN₅O₂
  参考文献：
  名称：

  Functionalization of the corrole ring: the role of isocorrole intermediates

  摘要：

  3-硝基-5,10,15-三芳基咔咯的溴化选择性地提供两种区域异构体，具体取决于反应途径。异咔咯物质是推动反应生成 2-Br-17-硝基区域异构体的关键中间体。

  DOI：

  10.1039/c0cc05837h
• 作为产物：
  描述：

  5,10,15-tris(4-methylphenyl)corrole 在 silver(I) nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以46%的产率得到(3-nitro-5,10,15-tris(4-methylphenyl)corrole-3H)Ag(III)
  参考文献：
  名称：

  Functionalization of the corrole ring: the role of isocorrole intermediates

  摘要：

  3-硝基-5,10,15-三芳基咔咯的溴化选择性地提供两种区域异构体，具体取决于反应途径。异咔咯物质是推动反应生成 2-Br-17-硝基区域异构体的关键中间体。

  DOI：

  10.1039/c0cc05837h

文献信息

• Functionalization of Corroles:  The Nitration Reaction
  作者：Manuela Stefanelli、Marco Mastroianni、Sara Nardis、Silvia Licoccia、Frank R. Fronczek、Kevin M. Smith、Weihua Zhu、Zhongping Ou、Karl M. Kadish、Roberto Paolesse

  DOI：10.1021/ic7014572

  日期：2007.12.1

  The reaction of meso-triarylcorroles with AgNO2 proceeds with concomitant metalation and peripheral substitution to give the corresponding nitro-substituted silverIII corrole complex. The substitution is highly regioselective, giving only the corresponding 3-nitro derivative, among the different possible isomers. The results obtained indicate that the reaction intermediate is the pi-cation radical of the complex, which is then attacked by nitrite ion. This was proven by the reaction of the copper corrole complexes with NaNO2: in this case, the nitration reaction proceeded without the addition of an oxidant, because of the pi-cation radical character of the copper complex. The reaction is also successful in the case of 2,3,17,18-tetraethyl-8,12-diacetoxymethyl-7,13-dimethylcorrole (AMCorH3), with the formation of the meso-substituted silver corrole derivative (NO2)3AMCorAg (fully characterized by X-ray crystallography), the first of its kind to be reported. Two of the corroles are characterized by cyclic voltammetry and spectroelectrochemistry in dichloromethane, and the site of electron transfer is elucidated.