Two-step synthesis of a red-emissive warped nanographene derivative via a ten-fold C–H borylation

Abstract

The regioselective ten-fold borylation of warped nanographene (WNG: C₈₀H₃₀) was achieved by modifying the reaction conditions of a previously reported Ir-catalyzed C–H borylation, affording decaborylated WNG in high yield (75%) from pristine WNG. The solid-state structure of decaborylated WNG was confirmed by X-ray crystallography. Corresponding decaarylated WNGs containing electron-withdrawing and -donating groups were synthesized from decaborylated WNG using Suzuki–Miyaura cross-coupling reactions to afford the red-emissive warped nanographene derivative.