Alkoxide-functionalized N-heterocyclic carbenes (NHCs) stabilise the potassium-imidazole-2-ylidene fragment against 1,2 alkyl rearrangement reactions; this allows the first structural characterisation of a potassium NHC complex, which reveals distorted and unusual bonding interactions between the imidazole ring and the potassium cation.
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Arnold et al. (2005) studied this question.
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