4.8 Article

Iridium(III)-Catalyzed Diarylation/Annulation of Benzoic Acids: Facile Access to Multi-Aryl Spirobifluorenes as Pure Hydrocarbon Hosts for High-Performance OLEDs

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 34, 页码 18852-18859

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202106315

关键词

C-H activation; iridium catalysis; OLED; pure hydrocarbon host; spirobifluorene

资金

  1. National NSF of China [21871193, 22071162, 22031007, 21772133]

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This study demonstrates the potential of multi-aryl spirobifluorenes as PHC hosts and provides a new approach for their synthesis.
Herein disclosed is the first example of diarylation/annulation of benzoic acids via an iridium catalyst system. This protocol provides a step-economic and highly efficient pathway to 1-aryl, 1,3-diaryl, 1,7-diaryl and 1,3,7-triaryl spirobifluorenes from readily available starting materials. The applications of multi-aryl spirobifluorenes as pure hydrocarbon (PHC) hosts for red, green, and blue (RGB) phosphorescent organic light-emitting diodes (PhOLEDs) were explored. Due to high triplet energies, 1,3-diaryl spirobifluorenes exhibit the potential as the host material of blue PhOLEDs. 1,7-Diaryl spirobifluorene can serve as the host of green PhOLEDs. 1,3,7-Triaryl spirobifluorene is a high-performance host for red PhOLEDs, which exhibits a high external quantum efficiency (EQE) up to 27.3 %. This work not only exemplifies the great potential of multi-aryl spirobifluorenes as PHC hosts, but also offers a new approach for the synthesis of these PHC hosts.

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