Metal-free arylations via photochemical activation of the Ar-OSO sub(2)R bond in aryl nonaflates

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

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2013-09, Vol.15 (10), p.2704-2708
Main Authors: Raviola, Carlotta, Canevari, Veronica, Protti, Stefano, Albini, Angelo, Fagnoni, Maurizio
Format: Article
Language:English
Subjects:
Activation
Aromatic compounds
Bonding
Cations
Nucleophiles
Phenyls
Photochemical
Photolysis
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Summary:The photolysis of electron-rich aryl nonaflates (ArONfs) in protic media was investigated and heterolysis of the Ar-OS bond (from super(3)ArONf) took place. The reaction generated a triplet phenyl cation that added to pi -bond nucleophiles. This metal-free arylation method was made further useful by adopting in situ preparation of ArONf from the corresponding phenol.
ISSN:1463-9262
1463-9270
DOI:10.1039/c3gc41009a