Two-step synthesis of a red-emissive warped nanographene derivative<i>via</i>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.