In:
Organic Chemistry Frontiers, Royal Society of Chemistry (RSC), Vol. 10, No. 12 ( 2023), p. 2955-2962
Abstract:
Multiple arylated acene derivatives play an important role in organic electronic materials. In this study, we developed a protocol for the synthesis of 1,3,5,7-tetra-arylated acenes by combining conventional cross-coupling and unique regio-selective cross-dehydrogenative coupling (CDC) reactions. 1,3,5,7-Tetra-arylated acene derivatives with different aryl groups were synthesised by first introducing aryl groups at the 1,5-positions via conventional cross-coupling reactions and then selectively introducing pentafluorophenyl groups at the sterically favourable 3,7-positions via CDC reactions. The CDC reactions proceeded smoothly on the substrates with moderately electron-donating substituents at the 1,5-positions. The crystal structure and basic physical properties of the products were elucidated, and one of 1,3,5,7-tetra-arylated anthracenes was found to function as a light-emitting material in organic light-emitting diodes.
Type of Medium:
Online Resource
ISSN:
2052-4129
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2023
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