Ciumag M.R., et al. Electrochimica Acta, 2012, 70, 142-152.
In this study, the electrochemical behavior of triethylamine trihydrofluoride was systematically investigated to assess its potential as a fluorinating agent in anodic fluorination processes. Voltammetric analyses were conducted using a platinum electrode in acetonitrile, focusing on the oxidation kinetics of both triethylamine trihydrofluoride and anisole. Key kinetic parameters, including diffusion coefficients, anodic electron transfer coefficients, and apparent intrinsic heterogeneous electron transfer constants, were determined under varying concentrations of triethylamine trihydrofluoride. Notably, concentration-dependent variations in electrochemical behavior were observed. Furthermore, preliminary anodic fluorination experiments were performed using dimethoxyethane (DME) and anisole as substrates. While successful electrofluorination of DME was demonstrated, anisole showed no fluorination under the same conditions in an electrochemical microreactor. This work highlights the applicability of triethylamine trihydrofluoride in electrochemical fluorination studies, particularly emphasizing the importance of substrate selection and reaction conditions.
Pulikkottil F, et al. Organic Letters, 2025.