C. Amatore et Ar. Brown, PAIRED ELECTROSYNTHESIS AT THE FEMTOLITER SCALE - FORMATION OF 9,10-ANTHRACENEDIONE FROM THE OXIDATION OF ANTHRACENE AND REDUCTION OF DIOXYGEN, Journal of the American Chemical Society, 118(6), 1996, pp. 1482-1486
A system is described in which the unique properties of a pair of micr
oband electrodes are exploited both to initiate and to probe the produ
cts of a paired electrosynthesis using short-lived species. In particu
lar, the oxidation of anthracene is coupled with the simultaneous redu
ction of dioxygen in acetonitrile to yield the anthracene radical cati
on and the superoxide anion. These latter react within a femtoliter sc
ale volume to form initially 9,10-dihydro-9,10-epidioxyanthracene, whi
ch rearranges into 9,10-anthracenedione and, presumably, dihydrogen vi
a an electron transfer catalyzed process.