5,10,15,20-tetrakis(pentafluorophenyl)porphyrin: a versatile platform to novel porphyrinic materials

被引:87
作者
Costa, Joana I. T.
Tome, Augusto C. [1 ]
Neves, Maria G. P. M. S.
Cavaleiro, Jose A. S.
机构
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
关键词
porphyrins; nucleophilic aromatic substitution; pentafluorophenyl groups; catalysis; nucleophiles; supported porphyrins; MICROWAVE-ASSISTED SYNTHESIS; SPECTROSCOPIC CHARACTERIZATION; MANGANESE(III) PORPHYRIN; PHOTOPHYSICAL PROPERTIES; REGIOSELECTIVE SYNTHESIS; PHOTODYNAMIC ACTIVITY; CATALYZED OXIDATION; CRYSTAL-STRUCTURES; BUILDING-BLOCKS; IRON PORPHYRINS;
D O I
10.1142/S1088424611004294
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
5,10,15,20-tetrakis(pentafluorophenyl)porphyrin reacts with a range of nucleophiles (amines, alcohols, thiols, nitrogen heterocycles, and others) resulting in the nucleophilic aromatic substitution of the para-F atoms of the pentafluorophenyl groups. This reaction, which was fortuitously discovered by Kadish and collaborators in 1990, is now being extensively used to synthesize porphyrins bearing electron-donating substituents in the para-position of their meso-aryl groups. This mini-review highlights the methods of synthesis of 5,10,15,20-tetrakis(pentafluorophenyl) porphyrin, the use of its metal complexes in catalysis and its reaction with nucleophiles to yield new monomeric porphyrins, porphyrins supported in polymers or new polymeric porphyrin matrices useful for heterogeneous catalysis.
引用
收藏
页码:1116 / 1133
页数:18
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