B(C6F5)3 Co-Catalyst Promotes Unconventional Halide Abstraction from Grubbs I to Enhance Reactivity and Limit Decomposition

Organometallics. 2024 Oct 23;43(21):2727-2735. doi: 10.1021/acs.organomet.4c00178. eCollection 2024 Nov 11.

Abstract

Ruthenium based Grubbs metathesis has become a commonplace reaction for synthetic chemists. Development of new generations of catalysts evolving from Grubbs I (GI) have led to greater stability, functional group compatibility, and superior reactivities. However, these advancements lead to increased costs. To this end, we report here how the addition of the commercially available tris(pentafluorophenyl)borane Lewis acid, which has become a common place catalyst in its own right, leads to enhanced reactivity of GI. Moreover, the increased reactivity arises via halide abstraction rather than traditional phosphine dissociation, providing ring-opening metathesis polymerization products that are divergent from those synthesized without the Lewis acid cocatalyst.