PAIRED ELECTROSYNTHESIS AT THE FEMTOLITER SCALE - FORMATION OF 9,10-ANTHRACENEDIONE FROM THE OXIDATION OF ANTHRACENE AND REDUCTION OF DIOXYGEN

Citation
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
Citations number
21
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
118
Issue
6
Year of publication
1996
Pages
1482 - 1486
Database
ISI
SICI code
0002-7863(1996)118:6<1482:PEATFS>2.0.ZU;2-F
Abstract
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.