Functionalizations of the alkyl substituents in octa-alkylporphyrins
Abstract
Treatment of octaethylporphyrin (OEP; 1) with N-bromosuccinimide in the presence of 2,2′-azobis(2-methylpropionitrile) (AIBN) affords the trans-(2-bromovinyl)-heptaethylporphyrin 10 in high yield. When primary and secondary alcohols are present in the reaction mixture the corresponding (1-alkoxyethyl)-heptaethylporphyrins are formed. The trans-(2-bromovinyl)-heptaethylporphyrin undergoes some of the reactions characteristic of the vinyl groups in porphyrins and several reactions of this compound are described. © 1991.
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