19920-04-8Relevant articles and documents
Electron Transfer Rate Determinations: Facile Electron Transfer from 1,1,2,2-Tetrakis(4-methoxyphenyl)ethanediol
Penn, John H.,Duncan, Joseph H.
, p. 2003 - 2008 (1993)
The oxidation reactions of 1,1,2,2-tetrakis(4-methoxyphenyl)ethanediol, 1, by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) and Fe(III) complexes have been found to proceed cleanly in the presence of an appropriate base to give 4,4'-dimethoxybenzophenone.The rates of oxidation of 1,1,2,2-tetrakis(4-methoxyphenyl)ethanediol by 2,3-dichloro-5,6-dicyanobenzoquinone and Fe(III)(4-methoxy-2,2'-bipyridyl)3(ClO4)3 have been measured.Evaluation of the rate constants has allowed calculation of E0(excit.) for 1.Compared to 4-methoxytoluene, 1 is much easier to oxidize, following the general trend that phenyl-phenyl interactions lower the oxidation potentials of tetraarylethanediols relative to their corresponding monoaryl model compounds.
RADICAL CATION CATALYZED PINACOL-PINACOLONE REARRANGEMENT
Saniba J. Arce de,Carrion, Arturo E.
, p. 7837 - 7840 (2007/10/02)
When electron-rich benzopinacols are electrooxidized or treated with catalytic amounts of NOBF4 the corresponding pinacolones are obtained in quantitative yields.Control experiments rule out the possibility of adventitious acid intervening in the reaction