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Porphyrins bearing halogens at the meso-phenyl and beta-pyrrolic positions: Synthesis and spectral properties

TitlePorphyrins bearing halogens at the meso-phenyl and beta-pyrrolic positions: Synthesis and spectral properties
Publication TypeJournal Article
Year of Publication1996
AuthorsWijesekera, T, Dupre, D, Cader, MSR, Dolphin, D
JournalBulletin De La Societe Chimique De France
Volume133
Pagination765-775
Type of ArticleArticle
ISBN Number0037-8968
Keywords6-dichlorophenyl) porphyrin, bromination, CATALYST, CHLORINATION, COMPLEXES, EASY ACCESS, EFFICIENT CATALYSTS, EPOXIDATION, home, iron porphyrin, IRON(III) PORPHYRINS, METALLOPORPHYRIN, METALLOPORPHYRINS, OXIDATION, SELECTIVE AIR-OXIDATION, TETRAARYLPORPHYRINS, tetrakis(2, TETRAMESITYLPORPHYRIN, TETRAPHENYLPORPHYRINS
Abstract

The synthesis of symmetrical porphyrins chlorinated at both ortho positions of the meso-aryl substituents, and the chlorination and bromination of the beta-pyrrole positions is reported. The beta-chlorination of meso-tetraphenylporphyrin via its nickel(II) complex is also described. In addition, we communicate the first perchlorination of tetramesitylporphyrin, where halogen substitution occurred at the beta-pyrrolic positions as well as at both the vacant meta positions of the trimethylphenyl groups. The iron complexes of these various polyhalogenated porphyrins are also described, since they are robust and efficient catalysts in oxidation reactions.
URL<Go to ISI>://A1996VN33900018