Issue 80, 2022

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

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).

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

Supplementary files

Article information

Article type
Communication
Submitted
03 5月 2022
Accepted
17 6月 2022
First published
21 6月 2022
This article is Open Access
Creative Commons BY license

Chem. Commun., 2022,58, 11240-11243

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

L. J. Williams, Y. Bhonoah and J. W. Walton, Chem. Commun., 2022, 58, 11240 DOI: 10.1039/D2CC02508F

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