Abstract
A series of N, N’-diaryl bisimidazolium dichlorides with different alkyl bridged length (n = 2–6, 10) was synthesised from N-arylimidazoles with the less expensive, but less reactive dialkyl chlorides effectively in solvent-free conditions at ambient pressure. Compared with conventional methods, this protocol features a short reaction time, good yields and an eco-friendly process.
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