The porphyrinogen-porphyrin relationship: The discovery of artificial porphyrins

被引：89
作者：
Floriani, C
机构：
来源：
CHEMICAL COMMUNICATIONS | 1996年 / 11期
关键词：
D O I：
10.1039/cc9960001257
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The oxidation of meso-tetrahydrotetraalkylporphyrinogen, which is the chemical and biochemical precursor of porphyrins, has been reexamined using meso-octaalkyl-porphyrinogen as a model compound. This investigation has led to the discovery of oxidized forms of porphyrinogen other than porphyrins, which we call artificial porphyrins. They contain cyclopropane moieties which function as two-electron shuttles via the formation and cleavage of a C-C bond. The metal-assisted modifications of the porphyrinogen skeleton, namely the homologation of a pyrrole to a pyridine ring using carbon monoxide and the functionalization of the aliphatic periphery, are the consequences of the bifunctional acid-base carrier properties of these metal-porphyrinogen complexes. This observation allowed us to establish general synthetic methodologies in the fields of metal-assisted C-H bond activation and C-C bond formation.
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页码：1257 / 1263
页数：7
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