Ring-Opening Metathesis Polymerization of the Dewar Isomer of 1,2-Azaborinine, a B–N Isostere of Benzene
Huina Lin, Xinyu Yang, Shih‐Yuan Liu, Frieder Jäkle
Abstract
The successful polymerization of the Dewar isomer of an azaborinine heterocycle is reported. Controlled ring-opening metathesis polymerization was accomplished with Grubbs and Hoveya–Grubbs second generation catalysts (G2, HG2), as well as a Z -selective Ru catalyst (HGM2001). The structure of the polymers containing 4-membered B–N heterocycles was verified by GPC and multinuclear and 2D NMR. Differences in stereochemistry of polymers derived from G2/HG2 versus the Z -selective catalyst HGM2001 were substantiated by 2D NOESY, FT-IR, and Raman analyses. The incorporation of B–N heterocycles into these polymer structures is promising as a route to functional polymers that contain polar side groups.