A water soluble “picket fence” porphyrin and its isomers

The water soluble “picket fence” porphyrin, meso-tetra(α,α,α,α- ortho-(N-methyl-isonicotinamidophenyl)) porphyrin, its three rotational isomers, and the corresponding para and meta derivatives were synthesized. The ortho substituted compounds were one-hundred times less basic and less reactive with...

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Published inJournal of inorganic & nuclear chemistry Vol. 43; no. 11; pp. 2653 - 2658
Main Authors Valiotti, A., Adeyemo, A., Williams, R.F.X., Ricks, L., North, J., Hambright, P.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 1981
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Summary:The water soluble “picket fence” porphyrin, meso-tetra(α,α,α,α- ortho-(N-methyl-isonicotinamidophenyl)) porphyrin, its three rotational isomers, and the corresponding para and meta derivatives were synthesized. The ortho substituted compounds were one-hundred times less basic and less reactive with metal ions than the para or meta isomers. The reduction potentials of the free base porphyrins indicated electronic interaction between the porphyrin ring and the ortho substituent groups in the isonicotinamidophenyl compounds.
ISSN:0022-1902
1878-1225
DOI:10.1016/0022-1902(81)80593-3