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

09 October 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The first example of the polymerization of a Dewar isomer of an azaborinine heterocycle is reported. Con-trolled ring-opening metathesis polymerization was accomplished with Grubbs and Hoveya-Grubbs 2nd genera-tion catalysts (G2, HG2), as well as a Z-selective Ru catalyst (HGM2001). The unprecedented structure of the polymers containing 4-membered B-N heterocycles was verified by GPC, multinuclear and 2D NMR. Differ-ences in regiochemistry of polymers derived from G2/HG2 versus the Z-selective catalyst HGM2001 were sub-stantiated by 2D NOESY, FT-IR and Raman analyses. The incorporation of B-N heterocycles into these polymer structures is promising as a novel route to functional polymers that contain polar side groups.

Keywords

Azaborine
Boron
Polymer
Ring Opening Metathesis Polymerization
Dewar Heterocycles

Supplementary materials

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

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