1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride is reduced electrochemically and chemically to produce a nucleophilic carbene, namely 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene. The carbene was also shown to be compatible with and persistent in the ionic liquid tetradecyl(trihexyl)phosphonium chloride.
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Gorodetsky et al. (2004) studied this question.
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