Ring Opening Metathesis Polymerization (ROMP) of the Dewar Isomer of 1,2-Azaborinine, a B-N Isostere of Benzene

11 December 2023, Version 2
This content is a preprint and has not undergone peer review at the time of posting.


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 2nd 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, multinuclear and 2D NMR. Differences in regiochemistry 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.


Ring Opening Metathesis Polymerization
Dewar Heterocycles

Supplementary materials

B-N Dewar Polymer_Supporting Information
Experimental procedures, methods and spectral data.


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