Planarity-induced emission of neutral 1,2,3-diazaborines mediated by C-H borylation

Abstract

Targeted, self-mediated ortho-C–H borylation of 1,2,3-diazaborines (DABs) provides a powerful tool for post-synthetic modification. The resulting C–H borylated intermediates can be isolated or selectively transformed via aqueous work-up into planarized, condensed heterocycles, which display unusual, pronounced photoluminescence. This protocol offers a divergent synthetic route to tune the optical and structural properties of the DAB scaffold.