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

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

doi:10.1039/d2cc02508f

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

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

Authors

Luke J. Williams

Yunas Bhonoah

Dr James Walton james.walton@durham.ac.uk
Associate Professor

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