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    Prediction of NHC-catalyzed chemoselective functionalizations of carbonyl compounds : a general mechanistic map by Li, Xue, Xu, Jun, Li, Shi-Jun, Qu, Ling-Bo, Li, Zhongjun, Chi, Robin Yonggui, Wei, Donghui, Lan, Yu

    Published 2022
    “…Generally, N-heterocyclic carbene (NHC) complexed with carbonyl compounds would transform into several important active intermediates, i.e., enolates, Breslow intermediates, or acylazolium intermediates, which act as either a nucleophile (Nu) or an electrophile (E) to react with the other E/Nu partner. Hence, the key to predicting the origin of chemoselectivity is to compute the activity (i.e., electrophilic index ω for E and nucleophilic index N for Nu) and stability of the intermediates and products, which are suggested in a general mechanistic map of these reactions. …”
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    Journal Article
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