A straightforward procedure for supporting porphyrin-derivatives onto resin beads has been developed by reacting the commercially available 4,6-dichloro-1,3,5-triazene polymer-bound, with 5-(4-aminophenyl)-10,15,20-triphenylporphyrins as free base and as Zn(II) and Co(II) complexes. The supported porphyrins have been characterized by on-resin UV-vis spectroscopy. Kinetic and Hammett LFER studies have shown that the SNAr reaction with the triazine-bound reagent occurs at a similar rate for free and metalated. complexes, with a nucleophilic strength comparable to that of the unsubstituted aniline (sigma(+)(p) = 0.07-0.08).
Supporting porphyrins on resin-beads by cyanuric chloride linker
CAROFIGLIO, TOMMASO;TONELLATO, UMBERTO
2007
Abstract
A straightforward procedure for supporting porphyrin-derivatives onto resin beads has been developed by reacting the commercially available 4,6-dichloro-1,3,5-triazene polymer-bound, with 5-(4-aminophenyl)-10,15,20-triphenylporphyrins as free base and as Zn(II) and Co(II) complexes. The supported porphyrins have been characterized by on-resin UV-vis spectroscopy. Kinetic and Hammett LFER studies have shown that the SNAr reaction with the triazine-bound reagent occurs at a similar rate for free and metalated. complexes, with a nucleophilic strength comparable to that of the unsubstituted aniline (sigma(+)(p) = 0.07-0.08).
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