Nucleophilic Reactivities of Deoxy Breslow Intermediates: How Does Aromaticity Affect the Catalytic Activities of N‐Heterocyclic Carbenes?

Abstract

Aromatic or nonaromatic? Kinetic investigations show that structurally analogous saturated and unsaturated N-heterocyclic carbenes have almost identical nucleophilic reactivities, while the corresponding deoxy Breslow intermediates differ dramatically. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.