Journal of the Chemical Society. Perkin transactions II p. 2009 - 2015 (1990)
Update date:2022-08-06
Topics:
Huszthy, Peter
Izso, Gyoengyi
Lempert, Karoly
Gyoer, Miklos
Rockenbauer, Antal
The title reaction was studied under conditions where homolysis of the triphenylmethyl-to-sulphur bond of the dithiocarbonate 1d, its main product does not take place, or is negligible.Triphenylmethane 1c, triphenylmethanol 1g and benzophenone were obtained as further products under argon in cumene and in the presence of oxygen in benzene, respectively.This, together with ESR studies, indicates that part of the dithiocarbonate 1d results from single-electron transfer from O-ethyl dithiocarbonate anion to triphenylmethyl bromide 1a and out-of-cage recombination of triphenylmethyl and xanthyl radicals 6a.The main pathways leading to dithiocarbonate 1d appear, under the conditions studied, to be either a polar pathway consisting of two successive SN2'-type steps
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