Abstract

Stable anions based on classical N-heterocyclic carbenes (NHCs) can be prepared by KC8 reduction of the corresponding NHC radicals as reported by Diego M. Andrada, Rajendra S. Ghadwal, and co-workers in their Research Article (e202215244). The key to the stability of these anions is the delocalization of the electron lone pair over the C2-biphenyl substituent. In the solid state, the anions form a hexameric tubular structure with biphenyl substituents pointing inwards, as a result of intriguing cation–π interactions. The spider weaves its web.

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