Analysis reveals strong electrophilic nature of imidazolium-carbonyl complexes, suggesting effective predictions of reactivity in bisphenol derivatives synthesis.
In terms of Domingo terminology, complexes of carbonyl compounds with imidazolium cations should be considered as extremely strong electrophiles. Reactions of these compounds with phenol yielding bis-phenols follow a polar mechanism. Furthermore, the discussion based on the theory of reactivity indexes can be used to predict the reactivity of respective electrophiles and regio-orientation in EAS reactions, the first stage of bis-phenol synthesis, kinetically rate-limiting for the whole process.
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Dresler et al. (2025) studied this question.
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