Abstract
Electroreduction of dioxygen in aprotic media yields superoxide anions O2.−. These highly reactive radical anions easily attack sensitive arenes. It is, therefore, not possible to generate the radical anions of anthracene-9-carboxylic esters (1) by direct in situ electroreduction. Because derivatives substituted in the 10-position are stable against these radicals, indirect generation of the radical anion 1.− was realized in order to be able to measure its EPR spectrum. In a series of EPR experiments we were able to study the influence of various substituents on both the stability of the anthracene derivatives against superoxide and the spin density distribution. Copyright © 2000 John Wiley & Sons, Ltd.
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