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Cover Feature: Ambident Reactivity of Imidazolium Cations as Evidence of the Dynamic Nature of N‐Heterocyclic Carbene‐Mediated Organocatalysis (Chem. Eur. J. 39/2020)
Author(s) -
Galkin Konstantin I.,
Karlinskii Bogdan Ya.,
Kostyukovich Alexander Yu.,
Gordeev Evgeniy G.,
Ananikov Valentine P.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002100
Subject(s) - organocatalysis , carbene , reactivity (psychology) , chemistry , nucleophile , covalent bond , nucleophilic addition , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , enantioselective synthesis , medicine , alternative medicine , pathology
Ambident nucleophilic reactivity of imidazolium cations at the C2 and C4 carbene centers indicated the dynamic nature of imidazolium‐based organocatalysis proceeding by means of a covalent interaction of imidazolium carbenes with carbonyl substrates and was explained by the generation of the H‐bonded ditopic carbanionic carbenes along with the classical C2 carbenes. Based on these findings, covalent bonding of imidazolium carbenes with carbonyl group of enolizable ketones was investigated. More information can be found in the Full Paper by K. Galkin, B. Karlinskii, V. P. Ananikov, et al. on page 8567.