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

Barada P. Dash, Iain Hamilton, Daniel J. Tate, Daniel L. Crossley, Ji Seon Kim, Michael J. Ingleson*, Michael L. Turner

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Benzoselenadiazole and benzotriazole directed electrophilic borylation using BCl 3 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.

Original languageEnglish
Pages (from-to)718-724
Number of pages7
JournalJournal of Materials Chemistry C Materials for optical and electronic devices
Volume7
Issue number3
Early online date19 Dec 2018
DOIs
Publication statusPublished - 1 Jan 2019

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