Boronate ester-based materials have gained significant research interest and utility because of their ability to be formed through dynamic covalent bonds. Previously, we reported the synthesis of simple boronate ester derivatives, benzoxazaboroles, and bis(benzoxazaborole)s, using 2-(alkylamino)phenols and boronic acids. However, the synthesis of benzoxazaboroles derived from bis(aminophenol)s is less explored. Currently, we are investigating oligo(benzoxazaborole)s derived from alkyl-linked bis(aminophenol)s and their ring-chain equilibrium experimentally and computationally. The results of these studies indicate that the studied oligo(benzoxazaborole)s have dynamic covalent nature and can be converted back to starting monomers under mild conditions. Computational studies reveal that differences in the Gibbs free energy of formation (ΔG<sub>formation</sub>) per benzoxazaborole ring is not significant between cyclic and linear oligo(benzoxazaborole)s.

Investigation of oligo(benzoxazaborole)s derived from alkyl-linked bis(aminophenol)s

ACS Spring Meeting 2021

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