1, 6, 6a-Trithia-3, 4-diazapentalenes, which are hypervalent compounds, were reduced electrochemically and the resulting anion radicals reacted with dioxygen (O
2) to be re-oxidized to the starting materials, with the production of superoxide (O
2-·). We have already reported that 1, 6-dioxa-6a-thia-2, 5-diazapentalenes mediate O
2-· production in living cells and do serious damage to the cells. These results suggest that hypervalent heteropentalenes generally generate O
2-· in the presence of O
2 by chemical or biological reduction system.
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