Metal-free arylations via photochemical activation of the Ar–OSO2R bond in aryl nonaflates

Carlotta Raviola; Veronica Canevari; Stefano Protti; Angelo Albini; Maurizio Fagnoni

doi:10.1039/C3GC41009A

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Metal-free arylations via photochemical activation of the Ar–OSO₂R bond in aryl nonaflates†

Carlotta Raviola,^a Veronica Canevari,^a Stefano Protti,^a Angelo Albini^a and Maurizio Fagnoni*^a

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* Corresponding authors

^a PhotoGreen Lab, Department of Chemistry, University of Pavia, Viale Taramelli 12, 27100 Pavia, Italy
E-mail: fagnoni@unipv.it
Tel: +390382987316

Abstract

The photolysis of electron-rich aryl nonaflates (ArONfs) in protic media was investigated and heterolysis of the Ar–OS bond (from ³ArONf) took place. The reaction generated a triplet phenyl cation that added to π-bond nucleophiles. This metal-free arylation method was made further useful by adopting in situ preparation of ArONf from the corresponding phenol.

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Article information

DOI: https://doi.org/10.1039/C3GC41009A
Article type: Communication
Submitted: 29 May 2013
Accepted: 22 Jul 2013
First published: 22 Jul 2013

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Green Chem., 2013,15, 2704-2708

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Metal-free arylations via photochemical activation of the Ar–OSO₂R bond in aryl nonaflates

C. Raviola, V. Canevari, S. Protti, A. Albini and M. Fagnoni, Green Chem., 2013, 15, 2704 DOI: 10.1039/C3GC41009A

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