Enolate SNAr of unactivated arenes via [(η6-arene)RuCp]+ intermediates

Williams, Luke J.; Bhonoah, Yunas; Walton, James W.

Abstract

A series of complexes of the general formula [(η6-arene)RuCp][PF6] (where arene = aryl halides or nitroarenes) were synthesised and the arene ring was found to be reactive towards an intermolecular nucleophilic aromatic substitution (SNAr) reaction with a series of cyclic 1,3-diones. Competition experiments indicated that leaving group ability of the aryl halides and nitroarenes went in the order of F ≫ NO2 > Cl > Br. Following SNAr, the arene rings were liberated quantitatively via a rapid photolysis reaction (<15 min)

Citation

Williams, L. J., Bhonoah, Y., & Walton, J. W. (2022). Enolate SNAr of unactivated arenes via [(η6-arene)RuCp]+ intermediates. Chemical Communications, 58(80), 11240-11243. https://doi.org/10.1039/d2cc02508f

• Journal Article Type: Article
• Acceptance Date: Jun 17, 2022
• Online Publication Date: Jun 21, 2022
• Publication Date: Oct 14, 2022
• Deposit Date: Jul 11, 2022
• Publicly Available Date: Feb 7, 2023
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 58
• Issue: 80
• Pages: 11240-11243
• DOI: https://doi.org/10.1039/d2cc02508f
• Public URL: https://durham-repository.worktribe.com/output/1199022