Oxidation of 9-alkylanthracene by pyridine-iodine proceeded mainly thr
ough nucleophilic attack of the solvent molecule on the intermediate r
adical cation, In the case of 9,10-dialkylanthracene, deprotonation le
ading to side-chain oxidation was sole procedure, and deprotonation of
methyl was much more rapid than that of ethyl and cycle cyclopylanthr
acene.