[5,10,15-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2″,3″,7″,8″,12″,13″,17″,18″-octacarboxymethylcorrolato]Cu(III) | 1287673-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: [5,10,15-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2″,3″,7″,8″,12″,13″,17″,18″-octacarboxymethylcorrolato]Cu(III)
• 英文别名: [5,10,15-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2'',3'',7'',8'',12'',13'',17'',18''-octakis(carboxymethyl)corrolato]copper；[TBCorr]Cu
• CAS: 1287673-95-3
• 化学式: C₈₁H₇₁CuN₄O₁₆
• 分子量: 1420.02
• InChiKey: RPZFPTVVDISEBS-LEILKCQESA-K

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-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2″,3″,7″,8″,12″,13″,17″,18″-octacarboxymethylcorrolato]Cu(III) 在 硫酸 、 水 作用下， 以 氯仿 为溶剂， 反应 0.08h， 以77%的产率得到5,10,15-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2'',3'',7'',8'',12'',13'',17'',18''-octakis(carboxymethyl)corrole
  参考文献：
  名称：

  Synthetic Routes to 5,10,15-Triaryl-tetrabenzocorroles

  摘要：

  Two different synthetic routes for the preparation of 5,10,15-triaryl-tetrabenzocorroles have been developed. The first approach is based on the condensation of a tetrahydroisoindole with aryl-aldehydes, and the second pathway involves a cross-coupling reaction between a bromo-substituted corrole and a suitable substrate to form the four beta-fused aryl rings. These routes are successful to lead to the target tetrabenzocorroles, obtained in both cases as the corresponding Cu complex and with the highest yield obtained via the one-step cross-coupling methodology. Demetalation of the Cu-tetrabenzocorrole produces the corresponding free base; this macrocycle was further exploited to obtain the Sn and Co complexes in good yields.

  DOI：

  10.1021/jo200026u
• 作为产物：
  描述：

  (2,3,7,8,12,13,17,18-octabromo-5,10,15-tris(4-tert-butyl)phenylcorrolato)copper 、 丙烯酸甲酯（MA） 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 72.0h， 以16%的产率得到[5,10,15-tris(4-tert-butylphenyl)-2:3,7:8,12:13,17:18-tetrabenzo-2″,3″,7″,8″,12″,13″,17″,18″-octacarboxymethylcorrolato]Cu(III)
  参考文献：
  名称：

  Synthetic Routes to 5,10,15-Triaryl-tetrabenzocorroles

  摘要：

  Two different synthetic routes for the preparation of 5,10,15-triaryl-tetrabenzocorroles have been developed. The first approach is based on the condensation of a tetrahydroisoindole with aryl-aldehydes, and the second pathway involves a cross-coupling reaction between a bromo-substituted corrole and a suitable substrate to form the four beta-fused aryl rings. These routes are successful to lead to the target tetrabenzocorroles, obtained in both cases as the corresponding Cu complex and with the highest yield obtained via the one-step cross-coupling methodology. Demetalation of the Cu-tetrabenzocorrole produces the corresponding free base; this macrocycle was further exploited to obtain the Sn and Co complexes in good yields.

  DOI：

  10.1021/jo200026u

文献信息

• Synthesis and Characterization of Functionalized <i>meso</i>-Triaryltetrabenzocorroles
  作者：Giuseppe Pomarico、Sara Nardis、Manuela Stefanelli、Daniel O. Cicero、M. Graça H. Vicente、Yuanyuan Fang、Ping Chen、Karl M. Kadish、Roberto Paolesse

  DOI：10.1021/ic4010467

  日期：2013.8.5

  5,10,15-Triaryltetrabenzocorroles functionalized with different electron-withdrawing groups on the beta,beta'-fused rings have been prepared by a cross coupling Heck procedure between octabrominated copper corrole and a terminal alkene bearing electron withdrawing moieties. The spectroscopic characterization of these complexes showed red-shifted UV-vis absorption bands characterized by a significant band broadening. The same feature was observed in the case of NMR spectra, where low-resolution groups of signals were observed. This behavior derives from a strong tendency of these macrocycles to aggregate in solution, as has been demonstrated by an H-1 NMR study performed on one of these tetrabenzocorroles. The influence of the substituents on the fused benzene ring on the properties of the tetrabenzocorroles was investigated by electrochemistry and spectroelectrochemistry, and comparisons were made between properties of the newly synthesized compounds and those of the tetrabenzocorroles reported earlier in the literature.
• Aluminum, Gallium, Germanium, Copper, and Phosphorus Complexes of <i>meso</i>-Triaryltetrabenzocorrole
  作者：Giuseppe Pomarico、Sara Nardis、Mario L. Naitana、M. Graça H. Vicente、Karl M. Kadish、Ping Chen、Luca Prodi、Damiano Genovese、Roberto Paolesse

  DOI：10.1021/ic400162y

  日期：2013.4.1

  5,10,15-Triaryltetrabenzocorrole complexes of aluminum, gallium, germanium, and phosphorus were synthesized by coordination of these metal ions in the preformed triaryltetrabenzocorrole macrocycle, opening a way to the investigation of different metal complexes. The UV-vis spectra of these derivatives exhibit a red shift and broadening of all absorption bands because of the pi-extended aromatic system and distortion of the molecular framework. The electrochemical and photophysical behaviors of the free base and the metal complexes of meso-triaryltetrabenzocorrole were investigated and characterized.