Title
Novel Meso-Substitution Reactions of Metalloporphyrins
Document Type
Article
Publication Date
2-1-1979
Abstract
Solutions of octaalkyl metalloporphyrin Π cation radicals react with nucleophiles such as nitrite, chloride, pyridines, imidazole, cyanide, triphenylphosphine, thiocyanate, acetate, and azide, to produce the corresponding meso-(methine) substituted metalloporphyrins. Demetalation then gives the appropriate meso-substituted porphyrin. Circumstantial evidence suggests that the 7Π cation radical reacts (possibly in a complexed or aggregated form) with the nucleophile, and that the corresponding Π dication of the metalloporphyrin or the radical (produced by oxidation of the nucleophile) is not involved in the combination step of the reaction. © 1979, American Chemical Society. All rights reserved.
Publication Source (Journal or Book title)
Journal of the American Chemical Society
First Page
5953
Last Page
5961
Recommended Citation
Smith, K., Barnett, G., Brian, E., & Zoya, M. (1979). Novel Meso-Substitution Reactions of Metalloporphyrins. Journal of the American Chemical Society, 101 (20), 5953-5961. https://doi.org/10.1021/ja00514a015