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Chem Commun (Camb). 2022 Jan 12; doi: 10.1039/d1cc06705b. Epub 2022 Jan 12.

An umpolung strategy for rapid access to thermally activated delayed fluorescence (TADF) materials based on phenazine.

Chemical communications (Cambridge, England)

Huaxing Zhang, Qiang Guo, Hu Cheng, Chunhao Ran, Di Wu, Jingbo Lan

Affiliations

  1. Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China. [email protected].
  2. College of Optoelectronic Engineering, Chengdu University of Information Technology, 24 Xuefu Road, Chengdu 610225, P. R. China.

PMID: 35018392 DOI: 10.1039/d1cc06705b

Abstract

Herein, Ag(I)-promoted regioselective intramolecular radical nucleophilic addition/rearrangement of 2-aryl diazaboroles has been accomplished for the first time to construct phenazine structures. This protocol is an umpolung strategy based on the classical electrophilic mechanism, and therefore, a reversed regioselectivity was observed, which provides an opportunity to prepare sterically hindered phenazines. The resulting thermally activated delayed fluorescence (TADF) materials based on phenazine exhibit emission bands from green to red with high quantum yields and moderate fluorescence lifetimes as solid films.

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