Premium
Oxygenation of Hydrocarbons Mediated by Mixed‐Valent Basic Iron Trifluoroacetate and Valence‐Separated Component Species under Gif‐Type Conditions Involves Carbon‐ and Oxygen‐Centered Radicals
Author(s) -
Tapper Amy E.,
Long Jeffrey R.,
Staples Richard J.,
Stavropoulos Pericles
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20000703)39:13<2343::aid-anie2343>3.0.co;2-t
Subject(s) - radical , chemistry , dissociation (chemistry) , trifluoroacetic acid , hydrogen atom abstraction , pyridine , valence (chemistry) , oxygen , adamantane , hydrogen , medicinal chemistry , organic chemistry
Hydrogen‐atom abstraction by hydroxyl radicals takes place to generate both tert ‐ and sec ‐adamantyl radicals in Gif‐type oxygenation of adamantane by H 2 O 2 in pyridine/trifluoroacetic acid when the reaction is mediated by [Fe(O 2 CCF 3 ) 2 (py) 4 ] or [Fe 2 O(O 2 CCF 3 ) 4 (py) 6 ], which are formed by dissociation of [Fe 3 O(O 2 CCF 3 ) 6 (L) 3 ] in pyridine (L=H 2 O, DMSO; see scheme).