Novel Meso-Substitution Reactions of Metalloporphyrins
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
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