Convenient Access to a N,N’‐bis(2,6‐terphenyl) Substituted N‐Heterocyclic Carbene

Abstract

AbstractThe efficient synthesis of a N,N’‐bis(2,6‐terphenyl) substituted N‐heterocyclic carbene (NHC) is reported. The gain in efficiency and total yield, compared to traditional synthesis, is the result of a high yielding and scalable double Suzuki coupling step, affording a 2,6‐terphenyl aniline, catalyzed by a Pd β‐diketiminate complex. A stereoelectronic study revealed the new NHC to be very similar to the only other N,N’‐bis(2,6‐terphenyl) substituted NHC. Application to the stabilization of Group 13 trihydrides gives acceptable outcomes but inferior to those observed when the bulky IPr* NHC is deployed.