One-Pot Electrosynthesis of Substituted Imidazolinium and Tetrahydropyrimidinium Salts from Secondary Alkyldiamines: An Electrochemical Route toward Ionic Liquids

摘要

A one-pot electrosynthetic procedure has been developed to afford imidazolium and tetrahydropyrimidinium cationic derivatives from secondary alkyl diamines in neutral media. To this end, electrochemical oxidation of a series of aliphatic diamines (1-9) has been investigated. Mechanistic information is provided from analysis of the cyclic voltammetry data and identification of intermediate species and final products. The coexistence of two first-order chemical reactions, C-H and C-Co, at the radical cation level leading to identical final products is suggested to justify not only the nature but also the yields of the salts obtained.