Enolate S N Ar of unactivated arenes via [(η 6 -arene)RuCp] + intermediates.

Autor: Williams LJ; Department of Chemistry, University of Durham, Lower Mountjoy, Durham, DH1 3LE, UK. james.walton@durham.ac.uk., Bhonoah Y; Syngenta, Jealott's Hill International Research Centre, Bracknell, Berks, RG42 6EY, UK., Walton JW; Department of Chemistry, University of Durham, Lower Mountjoy, Durham, DH1 3LE, UK. james.walton@durham.ac.uk.
Jazyk: angličtina
Zdroj: Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 Oct 06; Vol. 58 (80), pp. 11240-11243. Date of Electronic Publication: 2022 Oct 06.
DOI: 10.1039/d2cc02508f
Abstrakt: A series of complexes of the general formula [(η 6 -arene)RuCp][PF 6 ] (where arene = aryl halides or nitroarenes) were synthesised and the arene ring was found to be reactive towards an intermolecular nucleophilic aromatic substitution (S N Ar) 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 ≫ NO 2 > Cl > Br. Following S N Ar, the arene rings were liberated quantitatively via a rapid photolysis reaction (<15 min).
Databáze: MEDLINE