Issue 3, 2019

Benzoselenadiazole and benzotriazole directed electrophilic C–H borylation of conjugated donor–acceptor materials

Abstract

Benzoselenadiazole and benzotriazole directed electrophilic borylation using BCl3 results in the C–H functionalization of an adjacent aromatic unit and produces fused boracycles. Subsequent arylation at boron afforded air and moisture stable products displaying large bathochromic shifts and significantly reduced LUMO energy levels. OLEDs fabricated containing borylated benzoselenadiazole derivatives showed emission centered at 723 nm in the near infra-red region of the spectrum.

Graphical abstract: Benzoselenadiazole and benzotriazole directed electrophilic C–H borylation of conjugated donor–acceptor materials

Supplementary files

Article information

Article type
Paper
Submitted
10 Oct 2018
Accepted
19 Dec 2018
First published
19 Dec 2018

J. Mater. Chem. C, 2019,7, 718-724

Benzoselenadiazole and benzotriazole directed electrophilic C–H borylation of conjugated donor–acceptor materials

B. P. Dash, I. Hamilton, D. J. Tate, D. L. Crossley, J. Kim, M. J. Ingleson and M. L. Turner, J. Mater. Chem. C, 2019, 7, 718 DOI: 10.1039/C8TC05131C

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