On the electrochemistry of 2,4,6-triphenylnitrobenzene and related compounds

摘要: Abstract Cyclic voltammetry at a glassy carbon electrode of 2,4,6-triphenylnitrobenzene ( 1 ) in DMF shows two reversible one-electron reductions. Preparative reduction yields 2,4,6-triphenylaniline under both acidic and alkaline conditions the presence acetic anhydride. On dry is formed stable, violet radical anion with broad maximum 682 nm; acetonitrile reported to yield an unstable bluish which transformed yellow-purple 520 nm. Solid-state 13 C NMR confirmed existence stereoisomers crystals found by X-ray structure determination, whereas chloroform ambient temperature indicated one isomer solution. 2,4,6-Triphenylaniline CV oxidation; containing pyridine it oxidized azo(2,4,6-triphenylbenzene). This compound aqueous reduced 2,4,6-triphenylaniline. The three phenyl groups act as electron donating during reductions akin p -hydroxy or -amino groups.