The Primary Formation of a Cationic C10-Pyridinio-Chlorophyll-α Derivative by Chemical/Electrochemical Oxidation and the Physico-Chemical Properties of Regioisomeric meso-Adducts

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Abstract

<jats:title>Abstract</jats:title> <jats:p>A cationic pyridinium group was introduced to a zinc chlorophyll-a derivative at the meso-positions via its (electro)chemically oxidized cationic radical state. The coupling reactions of zinc methyl mesopyropheophorbide-a with pyridine afforded 5-, 10-, and 20-pyridinio-chlorins that were successfully separated by reversed-phase HPLC. Their 1D/2D-NMR showed the major adduct to be the C10–N+C5H5 regioisomer. Substitution with the meso-pyridinio groups red-shifted their visible absorption bands in a solution.</jats:p>

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