Different meso-functionalized porphyrins were conveniently synthesized by direct reactions of meso-porphyrincatechols with 2-phenyl-1,3-indandione and 2-mercaptobenzothiazole as nucleophiles in relatively high yields via practical and efficient electrooxidation in aqueous solution, using cyclic voltammetry and controlled-potential coulometry. The results indicate that Obenzoquinone generated by electrochemically driven oxidation of the meso-porphyrincatechols is scavenged by nucleophiles to give related products via an EEEECCCC electrochemical pathway. Spectroscopic and molecular modeling studies show that there is no indication of atropoisomers in our isolated products.
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