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Synthesis 2022; 54(03): 570-588
DOI: 10.1055/s-0040-1719851
DOI: 10.1055/s-0040-1719851
short review
1,4-Azaborines: Origin, Modern Synthesis, and Applications as Optoelectronic Materials
I. Shin acknowledges financial support from National Research Foundation of Korea (NRF-2019R1C1C1005737). H. N. Lim acknowledges financial support from the National Research Foundation of Korea (NRF-2019R1C1C1004970). W. P. Hong acknowledges financial support from National Research Foundation of Korea (NRF-2020R1I1A3071821).
Abstract
This short review summarizes the origins and recent progress in 1,4-azaborine research, focusing on synthetic methodologies. Academic laboratories have made significant efforts to generate boron-nitrogen-containing heteroaromatic compounds that mimic arenes. 1,2-, 1,3-, and 1,4-Azaborine motifs have provided breakthrough molecules in applications ranging from medicines to materials. Owing to recent advances in polyaromatic 1,4-azaborine synthesis and applications in industry, the research field is currently undergoing a renaissance. Photo- and electroluminescent properties driven by distinct structural variations are key components in the design of novel 1,4-azaborine structures. In this review, seminal reports on the synthesis of simple 1,4-azaborines to complex π-extended structures are briefly highlighted together along with key optoelectronic properties.
1 Introduction
2 Non-Fused 1,4-Azaborines
3 Monobenzo-Fused 1,4-Azaborines
4 Dibenzo-Fused 1,4-Azaborines and Their Derivatives
5 Ladder-Type 1,4-Azaborines
6 Complex 1,4-Azaborines
7 Optoelectronic Properties of Key 1,4-Azaborines
8 Conclusion and Outlook
Publication History
Received: 27 August 2021
Accepted after revision: 27 September 2021
Article published online:
04 November 2021
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For B–N doped nanographenes, see: