Increasing Chemical Diversity of B<sub>2</sub>N<sub>2</sub> Anthracene Derivatives by Introducing Continuous Multiple Boron‐Nitrogen Units
Seonghwa Jeong, Eunji Park, Jiyeon Kim, Jiyeon Kim, Seok Bae Park, Sung Hoon Kim, Wonyoung Choe, Joonghan Kim, Joonghan Kim, Young S. Park
Abstract
Abstract Increasing the chemical diversity of organic semiconductors is essential to develop efficient electronic devices. In particular, the replacement of carbon‐carbon (C−C) bonds with isoelectronic boron‐nitrogen (B−N) bonds allows precise modulation of the electronic properties of semiconductors without significant structural changes. Although some researchers have reported the preparation of B 2 N 2 anthracene derivatives with two B−N bonds, no compounds with continuous multiple BN units have been prepared yet. Herein, we report the synthesis and characterization of a B 2 N 2 anthracene derivative with a BNBN unit formed by converting the BOBN unit at the zigzag edge. Compared to the all‐carbon analogue 2‐phenylanthracene, BNBN anthracene exhibits significant variations in the C−C bond length and a larger highest occupied molecular orbital–lowest unoccupied molecular orbital energy gap. The experimentally determined bond lengths and electronic properties of BNBN anthracene are confirmed through theoretical calculations. The BOBN anthracene organic light‐emitting diode, used as a blue host, exhibits a low driving voltage. The findings of this study may facilitate the development of larger acenes with multiple BN units and potential applications in organic electronics.