Abstract
Abstract Avoiding energy wasting return electron transfer reactions remains a central challenge in the design of high efficiency photoinduced electron transfer processes. One strategy for achieving this goal is to utilize compounds which as a result of electron transfer undergo rapid and irreversible chemical reaction in competion with the return electron process. Organosilanes represent a promising class of compounds that may fulfill this requirement. We have found that some organosilanes undergo rapid carbon-silicon bond cleavage when oxidized to their radical cations in photoinduced electron transfer reactions. Interestingly, these radical cation cleavage reactions occur by a rare nucleophile-assisted mechanism. We have investigated the reactivity of different classes of nucleophiles, and have determined the activation parameters for several of these reactions.
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