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

The regioselective ten-fold borylation of warped nanographene (WNG: C 80 H 30 ) 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 wa...

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Published in:Chemical science (Cambridge) 2019-10, Vol.1 (39), p.938-941
Main Authors: Kato, Kenta, Lin, Hsing-An, Kuwayama, Motonobu, Nagase, Mai, Segawa, Yasutomo, Scott, Lawrence T, Itami, Kenichiro
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Summary:The regioselective ten-fold borylation of warped nanographene (WNG: C 80 H 30 ) 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. The Ir-catalyzed regioselective ten-fold C-H borylation of warped nanographene (WNG) was achieved, and decaarylated WNGs were synthesized by sequential Suzuki-Miyaura cross-coupling to afford a red-emissive WNG derivative.
ISSN:2041-6520
2041-6539
DOI:10.1039/c9sc03061a