A study of diketopiperazines as electron-donor initiators in transition metal-free haloarene-arene coupling

Cumine, Florimond and Zhou, Shengze and Tuttle, Tell and Murphy, John A. (2017) A study of diketopiperazines as electron-donor initiators in transition metal-free haloarene-arene coupling. Organic and Biomolecular Chemistry, 15. 3324 - 3336. ISSN 1477-0520 (https://doi.org/10.1039/C7OB00036G)

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Abstract

Several diketopiperazines have been shown to promote carbon-carbon coupling between benzene and aryl halides in the presence of potassium tert-butoxide and without the assistance of a transition metal catalyst. The structure of the diketopiperazine has an influence on its reductive potential and can help to promote the coupling of the more challenging aryl bromides with benzene.