Two porphyrin dimers (more precisely two isomers) with pyridinium as bridging spacer have been obtained by controlled potential electrolysis. This method is based on a nucleophilic substitution of a porphyrin substituted by a pyridyl group (namely 5,10,15-tritolyl-20-(4-pyridyl)porphyrin (H 2 T 3 P-4-Py) or 5,10,15-tritolyl-20-(3-pyridyl)porphyrin (H 2 T 3 P-3-Py)) on an electrogenerated radical cation of a zinc β-octaethylporphyrin (ZnOEP). The new compounds have been characterized by HR-MS, 1 H NMR, UV-vis and fluorescence spectroscopies. Difference of electrochemical behaviour of the pyridinium spacers between the two dimers has been also discussed.
New Journal of Chemistry – Royal Society of Chemistry
Published: Aug 15, 2011
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