✍ Scribed by Catarina I. V. Ramos; M. Graça Santana-Marques; A. J. Ferrer Correia; João P. C. Tomé; Cristina M. Alonso; Augusto C. Tomé; M. Graça P. M. S. Neves; J. A. S. Cavaleiro
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The solutions of four __meso‐__tetrakis(N‐alkylpyridinium‐4‐yl)porphyrin salts and of the p‐toluenesulfonate salt of meso‐tetrakis(4‐trimethylammoniumphenyl)porphyrin, in methanol, were studied by electrospray mass spectrometry, in order to investigate the influence of the type of counter ion, the length of the substituent N‐alkyl groups of the four (N‐alkylpyridinium‐4‐yl)porphyrins and the presence of an aromatic (alkylpyridinium) or aliphatic (trimethylammonium) nitrogen, in ion formation.
In our experimental conditions, adducts with the counter ions were formed only for the meso‐tetrakis(4‐trimethylammoniumphenyl)porphyrin and were not observed for the other porphyrins, even when the counter ion was the same. In contrast, formation of reduced species, such as the [M^4+^ + e^−^]^3+^, [M^4+^ + 2e^−^]^2+^, [M^4+^ + 4e^−^ + 2H^+^]^2+^, and [M^4+^ + 5e^−^ + 2H^+^]^+^ ions was observed only for the (N‐alkylpyridinium‐4‐yl)porphyrins and the appearance of these species is apparently solvent related and may occur via counter ion/solvent adducts. Copyright © 2008 John Wiley & Sons, Ltd.
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