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Spectroscopic characterization of the oxidation control of the iso-pentaphyrin/pentaphyrin system
- Source :
-
Tetrahedron . Aug2006, Vol. 62 Issue 34, p8147-8151. 5p. - Publication Year :
- 2006
-
Abstract
- Abstract: We have recently described the synthesis of two porphyrogenic macrocycles: 20-phenyl-2,13-dimethyl-3,7,8,12-tetraethyl-[24]iso-pentaphyrin (1) and 20-phenyl-2,13-dimethyl-3,7,8,12-tetraethyl-[22]pentaphyrin (2) (J. Med. Chem. 2006, 49, 196–204). We found that the structure of iso-pentaphyrin is influenced by the acidity of the medium. By adjusting the TFA concentration, we solved two isomers of iso-pentaphyrin: 1 and 1A. At high TFA concentration iso-pentaphyrin is present only as 1, which is slowly oxidized into the aromatic macrocycle 2 upon exposure to air. The correlation between acidic conditions, isomer structures, and oxidation is discussed. [Copyright &y& Elsevier]
- Subjects :
- *ETHANES
*OXIDATION
*ORGANIC synthesis
*CHEMICAL reactions
Subjects
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 62
- Issue :
- 34
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 21574890
- Full Text :
- https://doi.org/10.1016/j.tet.2006.06.005