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(Anthracen-9-yl)methanamines were found to undergo single electron-transfer mediated C–N bond cleavage in the presence of excess dimethyl acetylenedicarboxylate (DMAD) in non-polar solvents leading to the formation of lepidopterene (4) and 1,2-bis(9-anthracenyl)ethane (3). The structure of lepidopterene was confirmed on the basis of NMR data and by X-ray crystallography.