Abstract
N,N'-Disubstituted indigo derivatives undergo a very efficient electron transfer reaction in their excited singlet state due to a low reduction potential (ca. −0.6 V). The rate constant of the reaction is of the same order as that of a diffusion-controlled reaction, when the electron-donating molecules have an oxidation potential lower than 1.0 V. Surprisingly, the same dyes undergo a quenching of their singlet excited state by tetracyanoquinodimethane, a strong electron-accepting molecule. This unusual behaviour has been rationalized on the basis of their voltammetric curves. The effect of this phenomenon on the stability of these dyes is discussed on the basis of a self-quenching process.
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