Condensation of pyrylium salts with mixed anhydrides: aryl ethers, aryl amines and sterically congested aromatics

Autor: Steven Becker, Sigurd Höger, Gregor Schnakenburg, Ute Müller, Daniel Grabowski, Susanne Alef
Rok vydání: 2022
Předmět:
Zdroj: Organic Chemistry Frontiers. 9:294-298
ISSN: 2052-4129
Popis: The condensation of easily accessible and widely functionalizable 2,4,6-triaryl pyrylium salts with mixed anhydrides, formed in situ from α-functionalized sodium acetates and an anhydride solvent, leads in good yields to the corresponding 2,4,6-triaryl benzenes functionalized at their 1-position. 4-(Trifluoromethyl)benzoic anhydride has been proven as being the solvent of choice and ortho-disubstituted diphenyl ethers, triphenyl amines and phenyl carbazoles with different functionalizations are synthesized. In addition, sterically hindered anthracene diacetate is condensed with two bis-bromophenyl pyrylium salts which leads after intramolecular Yamamoto coupling to bicyclophanes. In these, the anthracene core is surrounded by phenylenes and protected from photooxidation, leading to a highly stable blue emitting material.
Databáze: OpenAIRE