Electrochemical oxidation of substituted benzylamines in aquo-acetic acid medium: substituent and solvent effects

Abstract

Electrochemical oxidation of nine para-and meta-substituted benzylamines in varying mole fractions of acetic acid in water has been investigated in the presence of 0⋅1 M sulphuric acid as supporting electrolyte. The oxidation potentials correlate well with Hammett's substituent constants affording negative reaction constants. The correlation of potential values with macroscopic solvent parameters is non-linear suggesting that the operation of both specific and non-specific solvent-solvent-solute interaction mechanisms. Multiple correlation analysis of the experimental data with Kamlet-Taft solvatochromic parameters is employed.

Mesoporous SiO2/BiVO4/CuO nanospheres for Z-scheme, visible light aerobic C–N coupling and dehydrogenation

“…[75]. From these results, the highly positive valence band implies a high oxidation ability of BiVO 4 [76], which favors the oxidation of benzylamine [77].…”

The Aza-Wharton Reaction: Syntheses of Cyclic Allylic Amines and Vicinal Hydroxyamines from the Respective Acylaziridines

“…The free amine 2a was easily isolated in good yield, but the electron-rich amine 2b was isolated as its acetamide since it was unstable and darkened rapidly in the air. The facile air oxidation of electron-rich benzylamines compared with electron-poor ones has already been described . The acetamides of these products were easier to purify and manipulate, but this made the NMR characterization more difficult because of the presence of signals due to amide rotamers.…”

Green Light Photoelectrocatalysis with Sulfur‐Doped Carbon Nitride: Using Triazole‐Purpald for Enhanced Benzylamine Oxidation and Oxygen Evolution Reactions

“…Theoretical water (1.23 V) [6,62] and benzylamine (0.95 V) [63,64] oxidation potentials (selected model reactions) were added to the diagram for discussion. All samples in principle can thermodynamically perform both oxidations, regardless of the over potentials involved.…”