Electrooxidation of benzene

Prediction of the electrochemical oligomerization of p-tert-butyl anisole by analyses of the electrolysed solution

“…Small amounts of water are sufficient for nucleophilic addition to block further growth of the oligomer chain of thiophene [3]. Polyparaphenylene films are formed by anodic oxidation of benzene in dry SO 2 [4,5]. By contrast, in acetonitrile it can be only partially polymerized, as the newly formed oligomers react readily with solvent.…”

SNIFTIRS studies of the electrochemical oxidation of 1,3-dimethoxybenzene on platinum in acetonitrile/tetrabutilammonium electrolytes

“…The aim of such studies was to determine the reactivity of acetonitrile and the various supporting electrolytes, within the evaluated potential range. Studies have been performed mainly in lithium perchlorate (LiClO 4 ), tetrabutylammonium tetrafluoroborate (nBu 4 NBF 4 ) and tetrabutylammonium hexafluorophosphate (nBu 4 PF 6 ) [7]. These supporting electrolytes are reported to decompose at 2.10, 2.60 and 3.00 V, respectively.…”

Anodic oxidation of ArSi(OEt)3 derivatives

“…Thus, hexamethylbenzene and durene led to the formation of a benzylic type cation, followed by nucleophilic attack of the solvent (acetonitrile or acetic acid) [12]. However, in the presence of a less polar solvent, Si(OEt) 3 Si(OEt) 3 Si(OEt) 3 Si(OEt) 3 Si ( such as dichloromethane, a biphenyl derivative was formed from mesitylene [13] and a diarylmethane derivative from durene [14]. Our attempts to compare the electrochemical oxidation of various ArSiH 3 with their methyl analogs by conducting CPE under different experimental conditions and strict inert/moisture atmosphere, led exclusively to the formation of polymers.…”

“…Again, two major isomeric products (GC-MS) were obtained in 41% and 34% yields, both stem from a Si-C bond cleavage, hydrogen abstraction and coupling to form dimers. There are three possible products (11)(12)(13) that could be formed with the same molecular ion of m/e =294, all emerge from coupling reactions: 13 We were unable to separate between the two isomers but obtained a 1 H NMR spectrum for the mixture which has been found to be quite conclusive, as it will be shown below. First, we will examine which coupled isomers are most likely to be formed and then try to shed light on the exact nature of the isomers.…”