Amine-Linked N-Heterocyclic Carbenes: The Importance of an Pendant Free-Amine Auxiliary in Assisting the Catalytic Reaction



We have successfully expanded the library of amino–NHCs with varying substituents on the amine group, leading to insight about the instability of NHCs arising from the intermolecular interaction of the dangling amine side-arm. However, the pendant amine plays an important role with respect to the catalytic process, resuscitating the catalytic activity of unsaturated NHC’s through a synergistic effect invoked by the secondary amine. This proof of concept allows us to expand the spectrum of catalysis to C[BOND]C, as well as C[BOND]B bond formation.


Thumbnail image of