Radical Perfluoroalkylation Enabled by a Catalytically Generated Halogen Bonding Complex and Visible Light Irradiation
Keyword(s):
Despite the many recent advances in exploiting stoichiometric charge-transfer complexes in visible light promoted single-electron redox reactions, catalytic approaches to charge-transfer complex formation remain limited. This report describes the radical perfluoroalkylation of electron-rich (hetero)arenes and iodoperfluoroalkylation of alkenes and alkynes promoted by a substituted hydroquinone catalyst. Mechanistic and computational studies indicate that the reaction is initiated by the formation of a visible light absorbing halogen bonding complex between the hydroquinone catalyst and the perfluoroalkyl iodide radical precursor.
2000 ◽
Vol 104
(13)
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pp. 3064-3072
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Keyword(s):
1990 ◽
Vol 55
(9)
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pp. 2131-2137
1994 ◽
Vol 3
(2)
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pp. 132-141
2010 ◽
Vol 39
(9)
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pp. 1264-1277
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