Abstract

Abstract Electron acceptors yielding highly labile radical anions have been designed based on thermodynamic considerations. The radical anions of these acceptors were produced by an electron transfer from excited states of aromatic amines. The radical anions undergo rapid C–C bond scission with rates in the 106 – 1010 s−1 range. These are the first examples of C–C bond cleavage in photogenerated radical anions. The observed rates indicate that the activation energies for cleavage are only slightly higher than the free energies of the reactions, even for near–thermoneutral reactions.

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