A study of diketopiperazines as electron-donor initiators in transition metal-free haloarene–arene coupling. Issue 15 (31st March 2017)

• Record Type: Journal Article
• Authors: Cumine, Florimond; Zhou, Shengze; Tuttle, Tell; Murphy, John A.
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 15(2017)
• Page Start: 3324
• Page End: 3336
• Publication Date: 2017-03-31
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c7ob00036g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The electron-donating ability of enolates of N, N ′-disubstituted diketopiperazines is strongly influenced by the nature of the substituents. 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.