Frustrated Lewis Pair Catalyzed C-H Activation of Heteroarenes: A Stepwise Carbene Mechanism Due to Distance Effect.

This study presents new mechanistic insights into the frustrated Lewis pairs (FLPs) catalyzed C-H activation of heteroarenes. Besides the generally accepted concerted C-H activation, a novel stepwise carbene type pathway is proposed as an alternative mechanism. The reaction mechanisms can be varied by tuning the distance between Lewis acid and Lewis base due to catalyst-substrate match. These results should expand the understanding of the structure and function of FLPs for catalyzed C-H activation.