Issue 5, 2019

Simultaneous expansion of 9,10 boron-doped anthracene in longitudinal and lateral directions

Abstract

Doubly boron-doped anthracenes and pentacenes have been longitudinally and laterally expanded through annulation of thiophene or benzene rings. The obtained series of closely related compounds allowed an assessment of key structure–property relationships with a focus on optoelectronic characteristics. Most of the products are benchtop-stable blue emitters and capable of accepting two electrons in a reversible manner. The syntheses involved late-stage modifications through photocyclization or stepwise oxidative C–C coupling (DDQ/BF3·Et2O) as well as cyclocondensation of ortho-disilylated or -diborylated aryl building blocks.

Graphical abstract: Simultaneous expansion of 9,10 boron-doped anthracene in longitudinal and lateral directions

Supplementary files

Article information

Article type
Paper
Submitted
06 Des 2018
Accepted
19 Des 2018
First published
20 Des 2018

Dalton Trans., 2019,48, 1871-1877

Simultaneous expansion of 9,10 boron-doped anthracene in longitudinal and lateral directions

A. John, S. Kirschner, M. K. Fengel, M. Bolte, H. Lerner and M. Wagner, Dalton Trans., 2019, 48, 1871 DOI: 10.1039/C8DT04820G

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