86170-67-4Relevant academic research and scientific papers
O-Neophyl-type 1,2-phenyl rearrangement initiated by electron transfer: Development of kinetic probes of dissociative electron transfer
Donkers, Robert L.,Tse, Joseph,Workentin, Mark S.
, p. 135 - 136 (1999)
The first example of an O-neophyl-type rearrangement in a distonic radical anion was found in the electron transfer induced dissociative reduction of 9,10-diphenyl-9,10-epidioxyanthracene.
Elucidation of the Electron Transfer Reduction Mechanism of Anthracene Endoperoxides
Donkers, Robert L.,Workentin, Mark S.
, p. 1688 - 1698 (2007/10/03)
The homogeneous and heterogeneous reductions of the endoperoxides 9,10-diphenyl-9,10-epidioxyanthracene (DPA-O2) and 9,10-dimethyl-9,10-epidioxyanthracene (DMA-O2) were investigated, and they were found to undergo a dissociative elec
COMPETITION ENTRE SUBSTITUTION NULCEOPHILE ET REDUCTION CHEZ LES BROMO-9 ANTHRACENES DANS L'ACTION DES ANIONS PHENATE ET METHYLATE; APPLICATION A LA MONO-DEUTERIATION SPECIFIQUE EN MESO EN SERIE ANTHRACENIQUE
Rigaudy, J.,Seuleiman, A.M.,Cuong, Nguyen Kim
, p. 3157 - 3162 (2007/10/02)
Treatment of meso-substituted 9-bromoanthracenes bearing no hydrogen in the α position with potassium phenoxide in DMF gives rise to a competition between nucleophilic substitution and reductive dehalogenation.Derivatives carrying electron attracting groups, 1c (Br), 1e (CN) and 1f (NO2), react essentially by substitution leading to phenolic ethers 2, whereas with non-activated bromides, 1a (H), 1b (C6H5) and 1d (OC6H5), the main reaction is a reduction to anthracenes 3 which should arise from an electron transfer.A reduction of 9-bromoanthracene into anthracene is also observed with sodium methoxide and it is shown, by labelling, that this one must result from a hydride transfer from methoxide.It may be applied to the specific meso-monodeuterization of various anthracenic derivatives.
