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Reduction and adduct formation from electrosprayed solutions of porphyrin salts
Author(s) -
Ramos Catarina I. V.,
SantanaMarques M. Graça,
Ferrer Correia A. J.,
Tomé João P. C.,
Alonso Cristina M.,
Tomé Augusto C.,
Neves M. Graça P. M. S.,
Cavaleiro J. A. S.
Publication year - 2008
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.1378
Subject(s) - chemistry , porphyrin , adduct , solvent , substituent , salt (chemistry) , alkyl , ion , medicinal chemistry , inorganic chemistry , photochemistry , organic chemistry
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.